反应详情

Dissolve (3R)-5-bromo-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1,2,3,4-tetrahydroisoquinoline (4.2 g, 11.8 mmol) in diethyl ether (118 mL). Add N-chlorosuccinimide (2.36 g, 17.7 mmol). Stir 30 min at room temperature and concentrate under reduced pressure. Dissolve the residue in potassium hydroxide (42.0 mL, 30.3 mmol, 5% in MeOH) and stir for 30 min at room temperature. Pour into water and extract with dichloromethane. Dry the dichloromethane extracts over sodium sulfate, filter, and concentrate under reduced pressure. Purify the residue by silica gel chromatography eluting with ethyl acetate: hexanes (5-100% gradient) to give the title compound (3.40 g, 9.59 mmol). MS (m/z): 354 (M+1).

1. concentrationconcentrate under reduced pressure
2. stirringstir for 30 min at room temperature
3. extractionextract with dichloromethane
4. dry with materialDry the dichloromethane
5. filtrationfilter
6. concentrationconcentrate under reduced pressure
7. customPurify the residue by silica gel chromatography
8. washeluting with ethyl acetate