反应详情

To a solution of (R)-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-ol (108.96 g) in pyridine (550 ml) was added portionwise p-toluenesulfonyl chloride (129.66 g) at 10° C.~13° C. The reaction mixture was stirred at ambient temperature for 1 day. The solvent was evaporated in vacuo and the residue was partitioned between ethyl acetate (1600 ml) and water (1080 ml). The organic layer was washed successively with 1N hydrochloric acid solution (1080 ml), aqueous sodium hydrogen carbonate (1080 ml), and brine (500 ml), dried over magnesium sulfate, and evaporated in vacuo to give a colorless powder. The colorless powder was washed with n-hexane (twice) to give (R)-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl 4-methylbenzenesulfonate (182.23 g).

1. customThe solvent was evaporated in vacuo
2. customthe residue was partitioned between ethyl acetate (1600 ml) and water (1080 ml)
3. washThe organic layer was washed successively with 1N hydrochloric acid solution (1080 ml), aqueous sodium hydrogen carbonate (1080 ml), and brine (500 ml)
4. dry with materialdried over magnesium sulfate
5. customevaporated in vacuo
6. customto give a colorless powder
7. washThe colorless powder was washed with n-hexane (twice)