Triethylamine → 1-Amino-3-benzyloxy-cyclobutanecarboxylic acid ethyl ester

Participants

Reaction Steps

To a reactor charged with 1-amino-3-benzyloxy-cyclobutanecarboxylic acid (202.7 g, 0.94 mol) was added ethanol (7.0 l); the mixture was stirred at ambient temperature with mechanical stirring under an N2-atmosphere for 18 minutes. To the reaction mixture was added Et3N (350 ml, 2.51 mol), cooled to −1.8° C. and SOCl2 (170 ml, 2.4 mol) was added carefully keeping the reaction temperature <10° C. The reaction mixture was refluxed for 20 hours 10 minutes (reaction progress followed by TLC monitoring). Upon complete reaction the reaction mixture was cooled to 20° C. and evaporated in vacuo at 35° C. The weight of crude product including salts was 631.2 g.

Provenance & Evidence