Clofibric Acid → 2-(4-Chlorophenoxy)-2-methylpropanoyl chloride

HRID 1919992Notes

Reaction equation

HRID 1919992 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][C:7]([CH3:12])([CH3:11])[C:8](O)=[O:9])=[CH:4][CH:3]=1.C(N(CC)CC)C.C(Cl)(=O)C([Cl:25])=O>C(Cl)Cl.CN(C=O)C>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][C:7]([CH3:12])([CH3:11])[C:8]([Cl:25])=[O:9])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 2797Clofibric AcidHCID 8471TriethylamineHCID 65578Oxalyl chloride

Product 1

HCID 27813122-(4-Chlorophenoxy)-2-methylpropanoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

2-(4-Chloro-phenoxy)-2-methyl-propionic acid (0.124 g, 0.58 mmol) and triethylamine (0.09 mL, 0.62 mmol) were combined in CH2Cl2 (2 mL) and cooled to 0 C. Oxalyl chloride (0.05 mL, 0.62 mmol) was added, followed by DMF (3 drops), and the mixture was slowly warmed to room temperature and stirred for 2 hours to give the title compound, which was used directly in the next step.

Workup

  1. temperaturecooled to 0 C

Sources & evidence

ORD record
ord-d66e8989d1764eeebb57580f40e4d5ca
Source dataset
uspto-grants-2012_05
Patent number
US08168678B2

Reaction notes

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