Dichloromethane → 3-(2-Thienyl)-propanoic acid chloride

HRID 21381

Reaction equation

HRID 21381 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8]([OH:10])=O.C(Cl)[Cl:12]>C(Cl)(=O)C(Cl)=O.CN(C)C=O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8]([Cl:12])=[O:10]

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 7031693-(2-Thienyl)propanoic acid

Product 1

HCID 149601613-(2-Thienyl)-propanoic acid chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 65578Oxalyl chlorideSolvent

Procedure

To a solution of 5.0 g (0.032 mol) of 3-(2-thienyl)propionic acid in 2 ml of methylene chloride and 25 ml of oxalyl chloride was added three drops of N,N-dimethylformamide slowly. Following evolution of the gas the reaction mixture was concentrated under vacuum and 20 ml of hexane was added to the residue. The resulting mixture was filtered and the filtrate was concentrated under vacuum. The resulting compound, 3-(2-thienyl)propionyl chloride, was used directly in the following reaction.

Workup

  1. concentrationwas concentrated under vacuum and 20 ml of hexane
  2. additionwas added to the residue
  3. filtrationThe resulting mixture was filtered
  4. concentrationthe filtrate was concentrated under vacuum
  5. customThe resulting compound, 3-(2-thienyl)propionyl chloride, was used directly in the following reaction

Sources & evidence

ORD record
ord-ffccd1a407724a43aa8542a5d7381c8b
Source dataset
uspto-grants-1995_06
Patent number
US05422356

Linked notes

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