Hydrochloric Acid → HCID 14404106, compound
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][N+:14]([O-:16])=[O:15])(=[O:12])=[O:11])=[CH:6][CH:5]=1)(O)=[O:2].Cl>O1CCCC1>[OH:2][CH2:1][C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][N+:14]([O-:16])=[O:15])(=[O:12])=[O:11])=[CH:6][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Borane-methyl sulphide complex (0.1 ml, 1 mmol) was added to a solution of (4-carboxyphenylsulphonyl)nitromethane (0.25 g, 1 mmol) in anhydrous tetrahydrofuran (5 ml) and the mixture was stirred for 2 hours. The mixture was acidified with 2M hydrochloric acid to pH 1 and extracted with ethyl acetate. The combined extracts were dried (MgSO4) and the solvent was removed by evaporation. The residue was purified by MPLC eluting with methanol/dichloromethane (1:50 v/v) to give (4-hydroxymethylphenylsulphonyl)nitromethane (0.06 g) m.p. 73°-75° C.; microanalysis, found: C, 41.6; H, 3.9; N, 5.8%; C8H9NO5S requires: C, 41.6; H, 3.9; N, 6.1%.