Isopropylamine → HCID 21440618, compound

Participants

Reaction Steps

The 3-benzyloxy-5-carboxyphenylglyoxal (;b 120 moles) was dissolved in MeOH (1 l.) and cooled to 0°. Isopropylamine (200 ml) was added at 0° and the resulting mixture was stirred at 0° for 1 hr. before KBH4 (12.2 g, 228 moles) was added over a period of 2 hrs., portionwise. The resultant mixture was allowed to stir at room temperature overnight before it was evaporated to a residual glass. The residue was acidified with 6N HCl (1 l.) and extracted with CHCl3 (1 142 l.). The solid HCl precipitated from the CHCl3 extract upon standing; yield 21.9 g which gave 20.0 g (50%) mp. 290°- 292° dec. of the free base upon stirring in aqueous NH4OH and collecting by filtration.

Provenance & Evidence