p-Toluenesulfonic acid monohydrate → (S)-neopentyl 2-aminopropanoate p-toluenesulfonic acid

Participants

Reaction Conditions

Reaction Steps

The conversion was carried out using a 22 L 3-neck open head flask equipped with a mechanical stirrer and an internal thermocouple. To a stirred solution of (S)-neopentyl 2-(tert-butoxycarbonylamino)propanoate (900 g, 3.47 mol) in 14 L of ethyl acetate was added PTSA.H2O (660 g, 3.47 mol, 98% reagent grade, Product No 161993, Aldrich) and heated at 65° C. for 10 h. The mixture was cooled to give white solid at room temperature and cooled at ice bath for 30 min prior to filtration. The mixture solution was filtered and dried in a vacuum oven (40° C., Welch Model 2034, ca. 10 mmHg) for 15 hr to yield 907 g (2.74 mol, 79%) of desired product.

Provenance & Evidence