反应详情

A mixture of methyl 4-allyloxybenzoate (1.92 g), sodium cyanide (50 mg) and 2-methoxyethanol (20 ml) was heated at reflux for 24 hours. The mixture was evaporated to give an oil which was partitioned between dichloromethane and water. The organic phase was separated, washed with brine, dried (MgSO4) and evaporated. The residue was purified by flash column chromatography on silica gel using a 9:1 (v/v) mixture of pentane/ethyl acetate as eluent to give 2-methoxyethyl 4-allyloxybenzoate (1.7 g) as an oil; NMR(CDCl3): 3.44(3H,s), 3.72(2H,t), 4.44(2H,t), 4.55-4.64(2H,m), 5.27-5.48(2H,m), 5.96-6.14(1H,m), 6.93(2H,d) and 8.01(2H,d); m/z237(M+H).

1. temperaturewas heated
2. temperatureat reflux for 24 hours
3. customThe mixture was evaporated
4. customto give an oil which
5. customwas partitioned between dichloromethane and water
6. customThe organic phase was separated
7. washwashed with brine
8. dry with materialdried (MgSO4)
9. customevaporated
10. customThe residue was purified by flash column chromatography on silica gel using
11. additiona 9:1 (v/v) mixture of pentane/ethyl acetate as eluent