Methyl chloroformate → HCID 19927079, compound

Participants

Reaction Conditions

Reaction Steps

n-butyllithium in solution in hexanes is added in a dropwise manner to a solution of 3-trimethylsilyl benzylidenamine in solution in THF. After 30 min. of stirring at -70° C., palmitoyl chloride (1 eq.) in solution in THF is added thereto. The solution is stirred at -70° C. for 30 min., and lithium diisopropylamine (1 eq.) in solution in hexanes is added in a dropwise manner. After 20 min. of stirring at -70° C., a solution of methyl chloroformate in tetrahydrofuran is added thereto. The solution is stirred at -70° C. for 20 min. and poured into diethylether. The solution is then washed with water and brine, dried over sodium sulfate, and concentrated to yield palmitoyl propargylamine benzylidenamine.

Provenance & Evidence