Water → HCID 68429571, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-benzyl-8-chloro-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (1.0 g), tBuONa (0.70 g) and BINAP (0.068 g) in toluene (10 mL) was deaerated with an argon gas, Pd2(dba)3 (0.050 g) was added, and the resulting mixture was stirred at 100° C. for 2 hr under an argon atmosphere. The reaction solution was poured into water, and the resulting product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0→40% ethyl acetate/hexane) to give 4-benzyl-8-tert-butoxy-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (0.81 g, 72%) as an colorless oil.

Provenance & Evidence