Dimethylformamide → 3-Methyl-2-phenylbutyryl chloride

HRID 722711Notes

Reaction equation

HRID 722711 reaction equation
[CH3:1][CH:2]([CH3:13])[CH:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4](O)=[O:5].CN(C)C=O.C(Cl)(=O)C([Cl:22])=O>C(Cl)Cl>[CH3:1][CH:2]([CH3:13])[CH:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4]([Cl:22])=[O:5]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 190243-Methyl-2-phenylbutanoic acidHCID 65578Oxalyl chloride

Product 1

HCID 123943963-Methyl-2-phenylbutyryl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-methyl-2-phenylbutyric acid (891 mg; 5.0 mmol) and a catalytic amount of dry dimethylformamide (ca. 10 uL) in 10 mL of dry methylene chloride under nitrogen at room temperature was added oxalyl chloride (0.65 mL; 7.5 mmol) dropwise. After 1 hour, the mixture was concentrated in vacuo and used immediately for Step 2.

Workup

  1. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-c3f7448e03b1410ea4fb4a4a4977ea14
Source dataset
uspto-grants-2006_11
Patent number
US07138529B2

Reaction notes

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