[Cl:1]OC(C)(C)C.[CH2:7]([S:13][CH2:14][CH:15]=[CH2:16])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>C(Cl)Cl>[CH2:7]([S:13][CH:14]=[CH:15][CH2:16][Cl:1])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]Tert-butyl hypochlorite (2.06 g, 19.0 mmol) is added dropwise at -50° to a solution of 3-hexylthio-1-propene (3.0 g, 19.0 mmol) in 20 ml of methylene chloride. The mixture is allowed to warm to RT and is then stripped of solvent to give 3-hexylthio-2-propenyl chloride.
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