Ammonia → 1612868-59-3

A flask was immersed in a dry ice/acetone mixture. It was charged with 500 ml of liquid ammonia and 30.2 g of sodium amide was added. The internal temperature of the stirred mixture was controlled at -45° C.-50° C. for 30 minutes, then a solution of 110.1 g of methyl iodide in 100 ml of ether was added drop-by-drop (45 minutes). The stirred mixture then was allowed to warm to room temperature and was stirred for four hours, then 200 ml of ether and 200 ml of cold water were added, the resulting mixture was stirred, and the two liquid phases were allowed to separate. The ether phase was concentrated under reduced pressure to give the methyl ester of 2,2-dimethyl-3-pentynoic acid, as a dark syrup. The ester can be converted to the urea precursor by the procedures described for converting A to the urea precursor for Species No. 1.

1. additionwas added
2. stirringthe resulting mixture was stirred
3. customto separate
4. concentrationThe ether phase was concentrated under reduced pressure

ORD record

ord-7f621d933d44411d9140f1a571efdc3d

Source dataset

uspto-grants-1985_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04500345