Phosphorus pentachloride → HCID 53804381, compound

HRID 616969Notes

Reaction equation

HRID 616969 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[CH3:7][O:8][C:9](=[O:24])[CH:10]([CH3:23])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=O)[CH2:20][CH3:21])=[CH:15][CH:14]=1>CCOCC>[CH3:7][O:8][C:9](=[O:24])[CH:10]([CH3:23])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([Cl:2])=[CH:20][CH3:21])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 54397325HCID 54397325, compound

Product 1

HCID 53804381HCID 53804381, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

193 g of phosphorus pentachloride are added to a solution of 76.8 g of 2-methyl-4-(4-propionylphenyl)butyric acid methyl ester in one liter of anhydrous ether, and the mixture is stirred at room temperature for 16 hours and is subsequently heated at reflux for one hour. The mixture is slowly poured on ice, is stirred for one hour and extracted with ether. The 4-[4-(1-chloro-1-propenyl)phenyl]-2-methylbutyric acid methyl ester obtained after evaporating the ether extract, is distilled in a vacuum (bulb type). B.P. 160°-170° at 0.06 mm of Hg.

Workup

  1. temperatureis subsequently heated
  2. temperatureat reflux for one hour
  3. additionThe mixture is slowly poured on ice
  4. stirringis stirred for one hour
  5. extractionextracted with ether

Sources & evidence

ORD record
ord-b60b384143054e11beff8b68963f19f9
Source dataset
uspto-grants-1978_02
Patent number
US04076838

Reaction notes

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