Potassium Carbonate → HCID 14580169, compound

HRID 2372648Notes

Reaction equation

HRID 2372648 reaction equation
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[SH:14].Cl[CH2:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[CH2:18].ClC=C(C1C=CC=CC=1)C>CC(C)=O.CCOCC.O>[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14][CH2:18][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[CH2:16]

Participants

8

Reactant 4

HCID 11430Potassium CarbonateHCID 80599o-ChlorothiophenolHCID 54639721-Chloro-2-phenyl-2-propeneHCID 538132093360-55-2

Product 1

HCID 14580169HCID 14580169, compoundYield 80%

Reagents, catalysts & solvents 3

HCID 180AcetoneSolvent2×HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Potassium carbonate (4.6 g, 0.033 mole) is suspended in acetone (100 cc) and the whole is heated to 50°-60° C. An acetone (30 cc) solution of 2-chlorothiophenol (4.3 g, 0.03 mole) and of a mixture (9.1 g, 0.03 mole) containing 1-chloro-2-phenyl-2-propene (50%) and 1-chloro-2-phenyl-1-propene (50%) is added dropwise under nitrogen. After 1 h of stirring at 50°-60° C. the reaction mixture is poured into water and ice (150 g) and is then reextracted with ether (3×100 cc). It is washed with water (2×150 cc) and dried over MgSO4. The crude (11.7 g) is distilled in a ball oven to give 1-[2'-chlorophenylthio]-2-phenyl-2-propene (6.3 g, 80%) Bp0.5 =180° C. nD24 =1.6340.

Workup

  1. temperaturethe whole is heated to 50°-60° C
  2. additionis added dropwise under nitrogen
  3. washIt is washed with water (2×150 cc)
  4. dry with materialdried over MgSO4
  5. distillationThe crude (11.7 g) is distilled in a ball oven

Sources & evidence

ORD record
ord-32b94505bc614365978566830b54c15f
Source dataset
uspto-grants-1992_03
Patent number
US05100460

Reaction notes

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