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

HRID 329389
Notes
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Reaction equation

HRID 329389 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-2e3424e2761c4ae3b61e15296de10c0d
Source dataset
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04891379

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes