The synthesis and hydrolysis of dimethyl acetals catalyzed by sulfated metal oxides. An efficient method for protecting carbonyl groups

Chiu Hsun Lin, Shawn D. Lin, Yi Hung Yang, Tsung Po Lin

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Sulfated metal oxides including SO42-/ZrO2, SO42- /TiO2, SO42- /HfO2, SO42- /Fe2O3, SO42- /SnO2, and SO42- /Al2O3 were highly efficient catalysts for the reaction of aldehydes and ketones with trimethyl orthoformate producing dimethyl acetals under mild reaction conditions. At room temperature, dimethyl acetal yields of 83-100% were obtained for the five carbonyl compounds chosen. These mesoporous solid acids also effectively catalyzed the hydrolysis of dimethyl acetal to regenerate the original carbonyl compounds in aqueous acetone. They not only provided an effective method for synthesizing dimethyl acetals of larger molecular size but also acted as a versatile catalyst for protecting and deprotecting carbonyl groups during organic synthesis.

Original languageEnglish
Pages (from-to)121-125
Number of pages5
JournalCatalysis Letters
Volume73
Issue number2-4
DOIs
Publication statusPublished - 2001 May 1

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Carbonyl compounds
Oxides
Hydrolysis
Metals
Catalysts
Aldehydes
Ketones
Acetone
Acids
Temperature
1,1-dimethoxyethane

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

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abstract = "Sulfated metal oxides including SO42-/ZrO2, SO42- /TiO2, SO42- /HfO2, SO42- /Fe2O3, SO42- /SnO2, and SO42- /Al2O3 were highly efficient catalysts for the reaction of aldehydes and ketones with trimethyl orthoformate producing dimethyl acetals under mild reaction conditions. At room temperature, dimethyl acetal yields of 83-100{\%} were obtained for the five carbonyl compounds chosen. These mesoporous solid acids also effectively catalyzed the hydrolysis of dimethyl acetal to regenerate the original carbonyl compounds in aqueous acetone. They not only provided an effective method for synthesizing dimethyl acetals of larger molecular size but also acted as a versatile catalyst for protecting and deprotecting carbonyl groups during organic synthesis.",
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The synthesis and hydrolysis of dimethyl acetals catalyzed by sulfated metal oxides. An efficient method for protecting carbonyl groups. / Lin, Chiu Hsun; Lin, Shawn D.; Yang, Yi Hung; Lin, Tsung Po.

In: Catalysis Letters, Vol. 73, No. 2-4, 01.05.2001, p. 121-125.

Research output: Contribution to journalArticle

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