Water → HCID 54409492, compound

HRID 1730734Notes

Reaction equation

HRID 1730734 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14](Cl)[CH3:15])=[CH:10][CH:9]=1.[CH3:17][O:18][C:19](=[O:22])[CH2:20][SH:21].C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[CH3:17][O:18][C:19](=[O:22])[CH2:20][S:21][CH:14]([C:11]1[CH:12]=[CH:13][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[CH:9][CH:10]=1)[CH3:15]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 203487602-Chloro-4'-(1-chloroethyl)-1,1'-biphenyl

Product 1

HCID 54409492HCID 54409492, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

294 gm (1.17 mol) of 1-(2'-chloro-4-biphenylyl)-1-chloro-ethane and 149.2 gm (1.4 mol) of thioglycolic acid methyl ester were dissolved in 1 liter of dimethyl sulfoxide, and 194.3 gm (1.4 mol) of potassium carbonate were added to the solution in small portions, while stirring vigorously and cooling on ice water. After stirring the mixture for 4 hours, 3 liters of water were added. The reaction product was extracted with toluene, and after washing the extract with water and drying it over magnesium sulfate, the solvent was removed in vacuo. Yield: 359.0 gm (95.5% of theory). Rf -value: 0.6 on carrier 1 with cyclohexane/ethyl acetate = 4:1.

Workup

  1. temperaturecooling on ice water
  2. stirringAfter stirring the mixture for 4 hours
  3. extractionThe reaction product was extracted with toluene
  4. washafter washing the
  5. extractionextract with water
  6. dry with materialdrying it over magnesium sulfate
  7. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-9e206b3e97b0433b9b84f17c63b07a68
Source dataset
uspto-grants-1976_11
Patent number
US03993683

Reaction notes

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