Benzoyl chloride → 3-(2-Benzoyloxy-1,1-dimethyl-ethyl)-4-benzoyloxyphenyl methanesulphonate

反応式

[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][S:11]([O:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([C:22]([CH3:26])([CH3:25])[CH2:23][OH:24])[CH:16]=1)(=[O:13])=[O:12]>C(OCC)C.[OH-].[Na+]>[CH3:10][S:11]([O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[C:17]([C:22]([CH3:26])([CH3:25])[CH2:23][O:24][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:16]=1)(=[O:13])=[O:12]

参加物

実験手順

Benzoyl chloride (5.6g) in diethyl ether (50 ml) was added dropwise with vigorous stirring to a solution of 3-(2-hydroxy-1,1-dimethylethyl)-4-hydroxyphenyl methanesulphonate in aqueous sodium hydroxide solution (1.6g in 100 ml water). The mixture was stirred for three hours at room temperature, then separated, and the ether solution washed with dilute sodium hydroxide solution followed by water. Drying over magnesium sulphate and running down gave 4.5g of an oil. Crystallization from ethanol gave 0.7g of 3-(2-benzoyloxy-1,1-dimethyl-ethyl)-4-benzoyloxyphenyl methanesulphonate, m.p. 100°-101° C. Removal of the solvent from the mother liquors gave 2.5g of 3-(2-benzoyloxy-1,1-dimethyl-ethyl)-4-hydroxyphenyl methanesulphonate as a viscous oil.