Trifluoroacetic acid → HCID 68089112, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 11.7 g (55 5 mmol) (E)-methyl 3-(4-chlorophenyl)but-2-enoate (Organic Letters 2008, 2131-2134), 16.5 g (69 4 mmol) N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine and 0.63 g (5.5 mmol) TFA in 30 mL DCM was stirred at 0-5° C. for 1 h and then at room temperature over night. The mixture was neutralised with NEt3 and evaporated. The residue was taken up on isolute and purified by column chromatography on silica eluting with a gradient formed from ethyl acetate and heptane. After evaporation of the product containing fractions 9.6 g (50%) of the title compounds was isolated as colorless oil. MS m/e: 344.1 [M+H]+.

Provenance & Evidence