Triethylamine → Cyclopropanecarboxylic Acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-benzylamide

Participants

Reaction Steps

Cyclopropylcarbonyl chloride (2.88 mL, 31.0 mmol) and Et3N (4.38 mL, 31.0 mmol) were added to a sol. of 3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-benzylamine (6.00 g, 20.9 mmol) in CH2Cl2 (125 mL). The mixture was stirred for 30 min at rt, and more CH2Cl2 was added. The mixture was washed with aq. sat. NH4Cl (2×), with aq. 1M NaOH (2×) and with brine (1×). The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC (MeOH/CH2Cl2 1:19) yielded the title compound (6.10 g, 82%). LC-MS: tR=1.09 min; ES+: 395.42.

Provenance & Evidence