L-Alanine → HCID 29891930, compound

Participants

Reaction Conditions

Reaction Steps

Alanine (16.8 g, 189 mmol) and 57.8 ml (415 mmol) of triethylamine are dissolved in 200 ml of dichloromethane and 52.7 ml (415 mmol) of trimethylsilyl chloride are added dropwise. After addition is complete, the mixture is stirred for 1 h at room temperature and for 1 h at 40° C. After this, the batch is cooled to −10° C. and cyclopentanecarbonyl chloride (25.0 g, 189 mmol) is added dropwise and the mixture is stirred at this temperature for 2 h. The reaction mixture is treated with 100 ml of water with cooling, stirred for 10 min and and filtered with suction. The residue is washed with water and diethyl ether and dried at 60° C.

Provenance & Evidence