Thionyl Chloride → 4-(Benzyloxy)benzene-1-sulfonyl chloride
Reaction equation
S(Cl)([Cl:3])=O.[Na+].[CH2:6]([O:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([O-:23])(=O)=[O:21])=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CN(C=O)C>[CH2:6]([O:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([Cl:3])(=[O:23])=[O:21])=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Thionyl chloride (200 mL, 326.2 grams, 2742 mmol) is added to the solid title A compound, 4-benzyloxybenzenesulfonic acid sodium salt, followed by 10 drops of DMF. The mixture is heated to reflux overnight and then concentrated under vacuum. Hot toluene (250 mL) is added, and the mixture is filtered. The filtrate is concentrated under vacuum. Toluene is again added to the residue followed by filtration and concentration under vacuum to give 4-benzyloxybenzenesulfonyl chloride as a white solid.