Chloroform → HCID 13193332, compound

Reaction equation

[CH2:1]([S:4]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:6])=[O:5])[CH:2]=C.[Cl:14]Cl.[CH:16]([Cl:19])(Cl)Cl>>[Cl:14][CH:2]([CH2:16][Cl:19])[CH2:1][S:4]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:6])=[O:5]

Participants

Reactant 3

HCID 6212Chloroform

HCID 24526Chlorine

HCID 197635002-Propene-1-sulfonic acid, phenyl ester

Product 1

HCID 13193332HCID 13193332, compoundYield 83.3%

Procedure

To a solution of 11.9 g of phenyl 2-propenesulfonate in 80 ml of chloroform was added 7.1 g of chlorine absorbed in 20 ml of chloroform dropwise with stirring below 0°C. After the addition, the mixture was stirred for two hours at room temperature. By distillation of the solvent and fractionation, 22.4 g of phenyl 2,3-dichloropropanesulfonate, B.P. 120°-125°C/0.005 mmHg, was obtained in a yield of 83.3%.

Workup

customabsorbed in 20 ml of chloroform dropwise
additionAfter the addition
stirringthe mixture was stirred for two hours at room temperature
distillationBy distillation of the solvent and fractionation, 22.4 g of phenyl 2,3-dichloropropanesulfonate, B.P. 120°-125°C/0.005 mmHg
customwas obtained in a yield of 83.3%

Sources & evidence

ORD record: ord-756f494b42904707bbda2ec1e90b45e2
Source dataset: uspto-grants-1976_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03978228

Reaction notes

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