Thionyl Chloride → HCID 14089165, compound

HRID 511923Notes

Reaction equation

HRID 511923 reaction equation
[CH3:1][C:2]([CH3:16])([CH3:15])[C:3]([O:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8](O)=[O:9])=[O:4].S(Cl)([Cl:19])=O>ClCCl.N1C=CC=CC=1>[CH3:1][C:2]([CH3:16])([CH3:15])[C:3]([O:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([Cl:19])=[O:9])=[O:4]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 21481530HCID 21481530, compound

Product 1

HCID 14089165HCID 14089165, compoundYield 104.6%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

6 g (27 mmol) of 2-(2,2-dimethylpropionyl-oxy)benzoic acid are dissolved in 60 ml of dichloromethane with a few drops of pyridine. 2.4 ml (32 mmol) of thionyl chloride are added dropwise and the mixture is stirred at ambient temperature for 18 h and then concentrated to dryness. 6.8 g of 2-(chlorocarbonyl)phenyl 2,2-dimethylpropanoate are obtained in a quantitative yield.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-822e1856b5514495a05861ca276c52e9
Source dataset
uspto-grants-2015_08
Patent number
US09102607B2

Reaction notes

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