Thionyl Chloride → HCID 20364083, compound

HRID 1282732Notes

Reaction equation

HRID 1282732 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH:7]([O:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[CH3:22])[C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10]>C(Cl)Cl>[Cl:3][CH2:6][CH:7]([O:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[CH3:22])[C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20364087HCID 20364087, compound

Product 1

HCID 20364083HCID 20364083, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

50 g (0.42 mole) of thionyl chloride were slowly added dropwise at room temperature to a solution of 106 g (0.39 mole) of 1-hydroxy-2-(2-methyl-4-chlorophenoxy)-4,4-dimethylpentan-3-one in 400 ml of methylene chloride, while stirring and using reflux cooling, and the mixture was stirred at room temperature overnight. It was then distilled under reduced pressure. 93 g (82% of theory) of 1-chloro-2-(2-methyl-4-chlorophenoxy)-4,4-dimethyl-pentan-3-one of boiling point 113°-117°C/0.2 mm were obtained.

Workup

  1. temperatureusing reflux
  2. temperaturecooling
  3. stirringthe mixture was stirred at room temperature overnight
  4. distillationIt was then distilled under reduced pressure

Sources & evidence

ORD record
ord-477aea4ad9c445bcb4a92e958c4d6649
Source dataset
uspto-grants-1976_08
Patent number
US03972892

Reaction notes

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