反应详情

A solution of 6-methoxy-3,4-dihydro-1H-naphthalen-2-one (176 mg, Aldrich, U.S.A.), acetic acid (0.57 mL), methylamine (2.0 M in tetrahydrofuran, 5.0 mL), and sodium cyanoborohydride (64 mg) was stirred in 5 mL methanol for 20 h. The solution was acidified to a pH<2 with concentrated hydrochloric acid, diluted with water to a volume of 50 mL, and extracted with 50 mL of dichloromethane. The aqueous phase was made basic (pH>10) by the addition of 1 M sodium hydroxide and extracted with two 50 mL aliquots of dichloromethane. The basic dichloromethane extracts were dried in vacuo to yield 80 mg of (6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methylamine.

1. extractionextracted with 50 mL of dichloromethane
2. additionby the addition of 1 M sodium hydroxide
3. extractionextracted with two 50 mL aliquots of dichloromethane
4. dry with materialThe basic dichloromethane extracts were dried in vacuo