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

HRID 2188915Notes

Reaction equation

HRID 2188915 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-b9be44101d3b49a3b6ab3ddfdd29b7d3
Source dataset
uspto-grants-2012_12
Patent number
US08324207B2

Reaction notes

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