Ammonia → HCID 86651606, compound

Participants

Reaction Steps

8.85 mL (16.81 mmol) phosgene solution (20 wt. % in toluene) are slowly added dropwise at 0° C. to a solution of 6.00 g (15.28 mmol) tert-butyl{3-[2-(1-hydroxy-1-propyl-butyl)-phenylamino]-1,1-dimethyl-propyl}-carbamate and 5.32 mL (38.21 mmol) triethylamine in abs. THF (80 mL). The mixture is stirred for 2 h at RT, diluted with EtOAc, combined with ice and made basic with sat. aqueous ammonia solution. The aqueous phase is exhaustively extracted with EtOAc and the combined org. phases are washed with saturated aqueous NaCl, dried with sodium sulphate and evaporated down i. vac. After column chromatography (silica gel, cyclohexane/EtOAc 6:1) the product is obtained as a yellow oil. Yield: 4.57 g (71%).

Provenance & Evidence