Ethylmorpholine → HCID 21709325, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1.25 g of 1,4-dicarbethoxypiperidine-4-carboxylic acid in 10 ml of dry tetrahydrofuran was cooled to ice temperature and was treated with 0.7 ml of N-ethylmorpholine then 0.7 ml of isobutyl chloroformate. The mixture was stirred at ice temperature for 20 minutes and then a solution of 0.59 g of sodium azide in 7 ml of water added. The mixture was stirred at ice temperature for 15 minutes and then at room temperature for a further 30 minutes. The mixture was then shaken with 20 ml of toluene and the toluene extract washed with a further portion of water and then with saturated sodium chloride solution. After drying over anhydrous magnesium sulphate the toluene solution was reduced to approximately half its volume and then heated at 100° C. for 1 hour. The toluene was evaporated and there was obtained 1.148 g of 1,4-dicarbethoxy-4-isocyanatopiperidine in the form of an oil.

Provenance & Evidence