Water → HCID 178471980, compound

Participants

Reaction Conditions

Reaction Steps

To a 3 L 4-necked RB-flask equipped with mechanic stirrer, internal thermomemter, dropping funnel and nitrogen gas inlet was placed 252.7 g (0.87 mol) of product of Step A and 132 ml (96.1 g, 0.95 mol) of triethylamine in 1 L of anhydrous Et2O. This solution was cooled to 0° C. and 129 ml (191.7 g, 1.0 mol) of trifluoroacetic anhydride was added dropwise at such a rate that reaction temperature remained below 10° C. The reaction mixture was stirred at 0° C. for one-half hour and then warmed to room temperature slowly. This reaction was followed by TLC (10% EtOAc/cyclohexane) and usually was completed in 3 to 10 hours. When no more starting material was observed by TLC the mixture was poured into H2O and extracted twice with Et2O. The Et2O layer was dried (MgSO4) and solvent removed in vacuo affording a yellow solid. Crude solid was washed with hexane and dried in vacuo affording 240.84 g (72%) of product as a yellow solid; mp 63°-65° C.

Provenance & Evidence