Dimethylformamide → Hydratropoyl chloride

HRID 722710Notes

Reaction equation

HRID 722710 reaction equation
[C:1]1([CH:7]([CH3:11])[C:8](O)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C=O.C(Cl)(=O)C([Cl:20])=O>C(Cl)Cl>[C:1]1([CH:7]([CH3:11])[C:8]([Cl:20])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 102962-Phenylpropionic acidHCID 65578Oxalyl chloride

Product 1

HCID 2760403Hydratropoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 2-phenylpropionic acid (0.36 mL; 2.6 mmol) and a catalytic amount of dry dimethylformamide (ca. 10 μL) in 3.0 mL of dry methylene chloride under nitrogen at room temperature was added oxalyl chloride (0.34 mL; 3.9 mmol) dropwise. After 30 minutes, 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-1efa2b9d446a4a33a3071c09c00cbc06
Source dataset
uspto-grants-2006_11
Patent number
US07138529B2

Reaction notes

Loading…