反应详情

To a solution 6-hydroxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (1S)-1-methylheptyl ester (37) (1 equi.), and N-phenyl trifluoromethanesulfonamide (1 equi.) in dichloromethane (10 mL/mmole), triethylamine (1.5 equi.) was added at −78 C. The reaction mixture was stirred at that temperature for 1 h and at room temperature for 24 h, quenched with water, extracted with ethyl acetate:hexane(1:1), washed with brine, dried over MgSO4, and concentrated in vacuo. Purification by chromatography on silica gel (5% EtOAc/hexanes) gave 6-trifluoromethanesulfonyloxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (1S)-1-methylheptyl ester (45), as a colorless oil (92%).

1. customquenched with water
2. extractionextracted with ethyl acetate:hexane(1:1)
3. washwashed with brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated in vacuo
6. customPurification by chromatography on silica gel (5% EtOAc/hexanes)