Isopropylamine → HCID 86006115, compound

Participants

Reaction Conditions

Reaction Steps

A solution of isopropylamine (2.95 g, 50 mmol, 1 equiv.) was added at RT to a suspension of NaH (55% in mineral oil, 2.40 g, 55 mmol, 1.1 equiv.) in THF (25 ml). The mixture was warmed to 40° C. for 18 h, then chloroformic acid 2-ethyl-hexyl ester in THF (25 ml) was added dropwise over 30 min. After 4 h further stirring a suspension of NaH (55% in mineral oil, 2.40 g, 55 mmol, 1.1 equiv.) in THF (25 ml) was added followed by a solution of dimethyl sulfate (5.2 ml, 55 mmol, 1.1 equiv.) in THF (20 ml). The mixture was heated to 70° C. for 16 h, then hydrolysed by addition of water (50 ml). The hydrolysed mixture was further heated to 70° C. for 1.5 h in order to destroy excess dimethyl sulfate, then diluted with MTBE and worked up as described in Example 1. The crude product was distilled at 0.06 mbar/94-95° C. to yield 8.8 g (77%) of product.

Provenance & Evidence