Triethylamine → 4-{[t-Butyl(dimethyl)silyl]oxy}-4,5,6,7-tetrahydro-1-benzofuran-2-carbonitrile

Participants

Reaction Steps

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 1 (1c) using 4-{[t-butyl(dimethyl)silyl]oxy}-4,5,6,7-tetrahydro-1-benzofuran-2-carboxaldehyde (4.3 g, 15.3 mmol) that was obtained in Example 7 (7b), hydroxylamine hydrochloride (1.2 g, 17 mmol), triethylamine (4.3 ml, 31 mmol), and N,N′-dicyclohexylcarbodiimide (3.5 g, 17 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:9) as the eluent to afford the title compound (3.0 g) in a yield of 71% as a colourless oily product.

Provenance & Evidence