2,2-Dimethyl-3-phenylpropanoic acid → 2,2-Dimethyl-3-phenylpropanoyl chloride

HRID 432398

Reaction equation

HRID 432398 reaction equation
[CH3:1][C:2]([CH3:13])([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3](O)=[O:4].C(Cl)(=O)C([Cl:17])=O>C(Cl)(Cl)Cl.CN(C)C=O>[CH3:1][C:2]([CH3:13])([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([Cl:17])=[O:4]

Participants

5

Reactant 2

HCID 218802,2-Dimethyl-3-phenylpropanoic acidHCID 65578Oxalyl chloride

Product 1

HCID 133072292,2-Dimethyl-3-phenylpropanoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 2,2-dimethyl-3-phenylpropanoic acid (0.856 g, 4.8 mmol) in chloroform (6 mL) at 0° C. was treated with oxalyl chloride (3.05 g, 24 mmol) and 1 drop of dimethylformamide. The reaction solution was stirred for 1 h at 0° C. The ice bath was removed and the reaction mixture stirred at room temperature over night. The solvent was removed under reduced pressure and dried under high vacuum to afford a quantitative amount of 2,2-dimethyl-3-phenylpropanoyl chloride. The oil was directly used in the following reaction.

Workup

  1. customThe ice bath was removed
  2. stirringthe reaction mixture stirred at room temperature over night
  3. customThe solvent was removed under reduced pressure
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-adbedfaa1bb149a6a18b2c46b931bf2b
Source dataset
uspto-grants-2003_12
Patent number
US06660744B1

Linked notes

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