Thionyl Chloride → 1-(4-Methoxyphenyl)-2,2-dimethylcyclopropanecarbonyl chloride

HRID 1442788Notes

Reaction equation

HRID 1442788 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:14]([OH:16])=O)[CH2:11][C:10]2([CH3:13])[CH3:12])=[CH:5][CH:4]=1.S(Cl)([Cl:19])=O>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:14]([Cl:19])=[O:16])[CH2:11][C:10]2([CH3:13])[CH3:12])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 457910231-(4-Methoxyphenyl)-2,2-dimethylcyclopropanecarboxylic acid

Product 1

HCID 591658661-(4-Methoxyphenyl)-2,2-dimethylcyclopropanecarbonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A mixture of 1-(4-methoxyphenyl)-2,2-dimethylcyclopropanecarboxylic acid (44 mg, 0.20 mmol), thionyl chloride (44 μL, 0.60 mmol) and DMF (1 drop) was stirred at room temperature for 30 minutes. The mixture was concentrated and the resultant acid chloride was used without further purification.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe resultant acid chloride was used without further purification

Sources & evidence

ORD record
ord-042791c706494f89b068798c7a3306bd
Source dataset
uspto-grants-2010_02
Patent number
US07659268B2

Reaction notes

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