反应详情

To a solution of 2-benzylamino-3,4,5,6-tetrahydrobenzamide 21a (15 g) in glacial acetic acid (100 mL) was added excess hydrogen sulfide at 80° C. for 4 h. The reaction mixture was evaporated and ether was added to the residue which afforded crystallisation. The crystals were dissolved in ethyl acetate (30 mL) and a solution of bromine (8.3 mL) in ethyl acetate (30 mL) was dropwise added at room temperature. The mixture was stirred for 20 h at room temperature and evaporated. Column chromatography on silica gel (eluent: ethyl acetate-ethanol 1:1 containing 1% glacial acetic acid) gave the title compound (3.3 g): mp 157-158° C.

1. customThe reaction mixture was evaporated
2. additionether was added to the residue which
3. customafforded
4. customcrystallisation
5. dissolutionThe crystals were dissolved in ethyl acetate (30 mL)
6. additiona solution of bromine (8.3 mL) in ethyl acetate (30 mL) was dropwise added at room temperature
7. customevaporated