Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.3390/molecules27154767 http://hdl.handle.net/11449/241460 |
Resumo: | SiO2–SO3H, with a surface area of 115 m2/g and pore volume of 0.38 cm3g−1, and 1.32 mmol H+/g was used as a 20% w/w catalyst for the preparation of methyl salicylate (wintergreen oil or MS) from acetylsalicylic acid (ASA). A 94% conversion was achieved in a microwave reactor over 40 min at 120 °C in MeOH. The resulting crude product was purified by flash chromatography. The catalyst could be reused three times. |
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Repositório Institucional da UNESP |
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Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiationdeacetylation (acyl nucleophilic substitution)green chemistrymethyl salicylatemethylating agentsolid acid catalystsulfonated silica catalyst (SiO2–SO3H)SiO2–SO3H, with a surface area of 115 m2/g and pore volume of 0.38 cm3g−1, and 1.32 mmol H+/g was used as a 20% w/w catalyst for the preparation of methyl salicylate (wintergreen oil or MS) from acetylsalicylic acid (ASA). A 94% conversion was achieved in a microwave reactor over 40 min at 120 °C in MeOH. The resulting crude product was purified by flash chromatography. The catalyst could be reused three times.SENAI CIMATECDepartment of Pharmacy Universidade Federal dos Vales do Jequitinhonha e Mucuri-UFVJM, Campus JK, Rodovia MGT 367—Km 583, no 5.000, Alto da JacubaDepartment of General and Inorganic Chemistry Institute of Chemistry São Paulo State University-Unesp, R. Prof, Francisco Degni 55, QuitandinhaDepartment of Physics and Chemistry Faculdade de Ciências Farmacêuticas de Ribeirão Preto São Paulo University-USP, Av. do Café s/nCentro Universitário SENAI-CIMATEC, Av. Orlando Gomes, 1845, PiatãDepartment of General and Inorganic Chemistry Institute of Chemistry São Paulo State University-Unesp, R. Prof, Francisco Degni 55, QuitandinhaUniversidade Federal de Viçosa (UFV)Universidade Estadual Paulista (UNESP)Universidade de São Paulo (USP)Centro Universitário SENAI-CIMATECBarbosa, Sandro L.Nelson, David LeeFreitas, Milton de S.dos Santos, Wallans Torres PioKlein, Stanlei I. [UNESP]Clososki, Giuliano C.Caires, Franco J.Wentz, Alexandre P.2023-03-01T21:04:21Z2023-03-01T21:04:21Z2022-08-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.3390/molecules27154767Molecules, v. 27, n. 15, 2022.1420-3049http://hdl.handle.net/11449/24146010.3390/molecules271547672-s2.0-85135371341Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMoleculesinfo:eu-repo/semantics/openAccess2023-03-01T21:04:22Zoai:repositorio.unesp.br:11449/241460Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T14:50:10.689180Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation |
title |
Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation |
spellingShingle |
Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation Barbosa, Sandro L. deacetylation (acyl nucleophilic substitution) green chemistry methyl salicylate methylating agent solid acid catalyst sulfonated silica catalyst (SiO2–SO3H) |
title_short |
Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation |
title_full |
Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation |
title_fullStr |
Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation |
title_full_unstemmed |
Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation |
title_sort |
Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation |
author |
Barbosa, Sandro L. |
author_facet |
Barbosa, Sandro L. Nelson, David Lee Freitas, Milton de S. dos Santos, Wallans Torres Pio Klein, Stanlei I. [UNESP] Clososki, Giuliano C. Caires, Franco J. Wentz, Alexandre P. |
author_role |
author |
author2 |
Nelson, David Lee Freitas, Milton de S. dos Santos, Wallans Torres Pio Klein, Stanlei I. [UNESP] Clososki, Giuliano C. Caires, Franco J. Wentz, Alexandre P. |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Federal de Viçosa (UFV) Universidade Estadual Paulista (UNESP) Universidade de São Paulo (USP) Centro Universitário SENAI-CIMATEC |
dc.contributor.author.fl_str_mv |
Barbosa, Sandro L. Nelson, David Lee Freitas, Milton de S. dos Santos, Wallans Torres Pio Klein, Stanlei I. [UNESP] Clososki, Giuliano C. Caires, Franco J. Wentz, Alexandre P. |
dc.subject.por.fl_str_mv |
deacetylation (acyl nucleophilic substitution) green chemistry methyl salicylate methylating agent solid acid catalyst sulfonated silica catalyst (SiO2–SO3H) |
topic |
deacetylation (acyl nucleophilic substitution) green chemistry methyl salicylate methylating agent solid acid catalyst sulfonated silica catalyst (SiO2–SO3H) |
description |
SiO2–SO3H, with a surface area of 115 m2/g and pore volume of 0.38 cm3g−1, and 1.32 mmol H+/g was used as a 20% w/w catalyst for the preparation of methyl salicylate (wintergreen oil or MS) from acetylsalicylic acid (ASA). A 94% conversion was achieved in a microwave reactor over 40 min at 120 °C in MeOH. The resulting crude product was purified by flash chromatography. The catalyst could be reused three times. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-08-01 2023-03-01T21:04:21Z 2023-03-01T21:04:21Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.3390/molecules27154767 Molecules, v. 27, n. 15, 2022. 1420-3049 http://hdl.handle.net/11449/241460 10.3390/molecules27154767 2-s2.0-85135371341 |
url |
http://dx.doi.org/10.3390/molecules27154767 http://hdl.handle.net/11449/241460 |
identifier_str_mv |
Molecules, v. 27, n. 15, 2022. 1420-3049 10.3390/molecules27154767 2-s2.0-85135371341 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Molecules |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808128422950469632 |