Oxalyl chloride → 3-Pyridin-3-ylpropanoyl chloride

HRID 1058846Notes

Reaction equation

HRID 1058846 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][C:9]([OH:11])=O)[CH:2]=1.C(Cl)(=O)C([Cl:15])=O>C(Cl)Cl.CN(C=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][C:9]([Cl:15])=[O:11])[CH:2]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 2596243-(Pyridin-3-yl)propanoic acid

Product 1

HCID 149870663-Pyridin-3-ylpropanoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 300 mg (1.99 mmol) 3-pyridine propionic acid in 10 mL CH2Cl2 was added one drop DMF and 2.3 mL (4.56 mmol) oxalyl chloride, and the mixture stirred at rt for 4 h. The volatiles were evaporated under reduced pressure and the material used crude in the following procedure.

Workup

  1. customThe volatiles were evaporated under reduced pressure

Sources & evidence

ORD record
ord-988df28361604b6abb7e30347d5aacd0
Source dataset
uspto-grants-2003_02
Patent number
US06518285B2

Reaction notes

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