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3,4-Dimethoxybenzoic acid trimethylsilyl ester synthesis

13synthesis methods
-

Yield:2078-16-2 94%

Reaction Conditions:

in neat (no solvent) at 20; for 40 h;Green chemistry;

Steps:

22 4.2. Representative procedure of the non-catalyzed functionalization of carboxylic acids with HMDS under SFC

General procedure: To octanoic acid 1a (4.32 g, 30 mmol) HMDS (3.63 g, 22.5 mmol) was added, and the mixture was stirred at room temperature until the complete consumption 1a. The initial heterogeneous reaction mixture became homogeneous, and 1H NMR analysis confirmed full conversion. The excess of HMDS was distilled off under reduced pressure, and distillation of the crude product furnished trimethylsilyl octanoate 2a (5.91 g, 91%) as a transparent oil. The distilled excess of HMDS could be reused.

References:

Jereb, Marjan;Lakner, Janja [Tetrahedron,2016,vol. 72,# 37,p. 5713 - 5723]