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Solvent-free catalytic preparation of 1,1-diacetates from aldehydes using a Wells–Dawson acid (H6P2W18O62·24H2O)

✍ Scribed by Gustavo P. Romanelli; Horacio J. Thomas; Graciela T. Baronetti; Juan C. Autino

Book ID: 104252878
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 76 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02817-4

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✦ Synopsis

Aromatic and aliphatic aldehydes are transformed in 1,1-diacetates (acylals) in mild conditions, by a treatment with acetic anhydride and a Wells-Dawson acid (H 6 P 2 W 18 O 62 •24H 2 O). gem-Diacetylation proceeds in Ac 2 O with a little as 1% mol Wells-Dawson acid at room temperature and under solventless conditions, obtaining very good to excellent yields (88-98%) of 1,1-diacetates (19 examples). Neither 4-dimethylaminobenzaldehyde nor ketones react under the same conditions.

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