Diisopropylethylamine → HCID 178484025, compound

Participants

Reaction Steps

A solution of 7.70 g (corresponds to 9.63 mmol) of crude trans-methanesulfonic acid 3-(4-methylaminomethyl-cyclohexyl)-prop-2-ynyl ester trifluoro-acetate in 60 ml methylenechloride was treated at 0° C. with 1.61 ml (11.56 mmol) 4-chlorophenylchloroformate and then during 3 minutes with 8.25 ml (48.17 mmol; 5 equivalents) of Huenig's base. The reaction was stirred 45 hours at room temperature and extracted with aqueous 10% KHSO4/ether (3×). The organic phases were washed with aqueous 10% NaCl and dried over sodium sulfate to yield 5.3 g of crude trans-methanesulfonic acid 3-(4-{[(4-chloro-phenoxycarbonyl)-methyl-amino]-methyl}-cyclohexyl)-prop-2-ynyl ester as dark brown oil, MS: 414 (MH+, 1Cl).

Provenance & Evidence