反应详情

At 0° C., borane-THF complex (66.8 mL, 1 M in THF) is carefully added to a solution of 4-methylsulfamoyl-benzoic acid (3.56 g, 16.5 mmol) in THF (90 mL). The mixture is refluxed for 1.5 h, cooled to it and diluted with 1 N aq. HCl (175 mL). The mixture is extracted with EA and the organic extract is washed with sat. aq. NaHCO3, dried over MgSO4 and filtered. The filtrate is concentrated and the crude product is purified by CC on silica gel eluting with DCM containing 5% of methanol to give 4-hydroxymethyl-N-methyl-benzenesulfonamide (1.61 g) as a colourless oil; LC-MS: tR=0.56 min, [M+1+CH3CN]+=243.14.

1. temperatureThe mixture is refluxed for 1.5 h
2. temperaturecooled to it
3. extractionThe mixture is extracted with EA
4. extractionthe organic extract
5. washis washed with sat. aq. NaHCO3
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. concentrationThe filtrate is concentrated
9. customthe crude product is purified by CC on silica gel eluting with DCM containing 5% of methanol