[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([OH:12])[CH:8]=[CH:9][C:10]=1[Cl:11])[CH:2]=[CH2:3].[C:13](Cl)([Cl:15])=[S:14]>[OH-].[Na+].O.C(Cl)(Cl)Cl>[Cl:15][C:13]([O:12][C:7]1[CH:8]=[CH:9][C:10]([Cl:11])=[C:5]([O:4][CH2:1][CH:2]=[CH2:3])[CH:6]=1)=[S:14]3-Allyloxy-4-chlorophenol (35.0 g) was dissolved in a solution of 7.7 g of sodium hydroxide in 30 ml of water. To the solution, there was added with stirring a solution of 14.6 ml of thiophosgene in 55.0 ml of chloroform. The reaction mixture was allowed to stand for phase separation. The chloroform layer was separated and dried over anhydrous magnesium sulfate, and the solvent was distilled off. Reduced pressure distillation of the residue gave 33.0 g of O-(3-allyloxy-4-chlorophenyl) chlorothioformate as a fraction boiling at 128°-129° C./0.4 mmHg.
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