反应详情

(RS)-(5-methoxy-2,3-dihydro-1H-indol-2-yl)-methanol (100 mg, 0.46 mmol), p-toluenesulfonyl chloride (177 mg, 0.93 mmol), triethylamine (0.21 ml, 1.48 mmol) and N,N-dimethylamino pyridine (2 mg) were stirred for 18 hr at RT in CH2Cl2 (5 ml). 1N HCl (10 ml) was added, the mixture extracted with CH2Cl2 (2×25 ml) and the extracts washed with satd. NaCl solution (20 ml) and dried (Na2SO4). The crude material was chromatographed over SiO2 (Merck 230-400 mesh) eluting with EtOAc-cyclohexane-Et3N (9:10:1) to afford the title compound as a yellow oil (172.8 mg, 0.35 mmol, 76%), MS: m/e=488.0 (M+H+).

1. extractionthe mixture extracted with CH2Cl2 (2×25 ml)
2. washthe extracts washed with satd
3. dry with materialNaCl solution (20 ml) and dried (Na2SO4)
4. customThe crude material was chromatographed over SiO2 (Merck 230-400 mesh)
5. washeluting with EtOAc-cyclohexane-Et3N (9:10:1)