Reacción #835158

Ecuación de reacción

2-Methoxy-5,7,8,9-tetrahydro-benzocyclohepten-6-one

benzylamine

NaCNBH3

→

product

Rendimiento 83.2%

Benzyl-(2-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)-amine

Rendimiento 83.2%

Disolventes

methanol acetic acid

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoWash the organic layer with 25 mL 10% aqueous potassium carbonate solution
2. 2
   Secadothe 25 mL brine, dry over MgSO4
3. 3
   Otroevaporate

Procedimiento

Dissolve 2-Methoxy-5,7,8,9-tetrahydro-benzocyclohepten-6-one (prepared according to JCS Perkin Trans. 1, 1992, 1475-1481, 83 mg, 0.44 mmol) in 1 mL of 19:1 methanol/acetic acid as solvent, and treat the solution with benzylamine (60 uL, 65 mg, 0.60 mmol) and NaCNBH3 (80 mg, 1.27 mmol). Agitate the reaction mixture overnight, then dilute with 25 mL dichloromethane. Wash the organic layer with 25 mL 10% aqueous potassium carbonate solution, the 25 mL brine, dry over MgSO4 and evaporate to yield 103 mg product, used in subsequent chemistry without further purification; 80% crude yield.

Fuente