Dichloromethane → L-Alanine 1,1-dimethylethyl ester

Participants

Reaction Steps

To a mixture of 25.0 g (0.14 mol) alanine, tert-butyl ester hydrochloride, 20.0 g of 4 Å powdered molecular sieves, 21 mL (0.15 mol) of TEA and 400 mL of dry CH2Cl2 was added 18 mL (0.16 mol) of pivaldehyde. The mixture was stirred at rt for 17 h, diluted with 1 L of Et2O, filtered through a pad of celite and concentrated in vacuo to give 30 g (˜100%) of alanine, tert-butyl ester, tert-butyl imine as a colorless oil which was used without further purification.

Provenance & Evidence