Oxalyl chloride → 2-(3,4-Dichlorophenyl)acetyl chloride

HRID 429464Notes

Reaction equation

HRID 429464 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=O)[CH:5]=[CH:6][C:7]=1[Cl:8].C(Cl)(=O)C([Cl:16])=O>ClCCl.CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([Cl:16])=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 798743,4-Dichlorophenylacetic acid

Product 1

HCID 27581492-(3,4-Dichlorophenyl)acetyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent2×

Procedure

Combine 3,4-dichlorophenyl acetic acid (9 g, 44 mmol) and dichloromethane (100 ml). Add dropwise a solution of oxalyl chloride (30 ml, 2 M, 60 mmol) in dichloromethane. Add dimethylformamide (6 drops). After 2.5 hours, evaporate in vacuo to give a residue, twice had dichloromethane and evaporate in vacuo to give the title compound which is used without further purification.

Workup

  1. customevaporate in vacuo
  2. customto give a residue, twice had dichloromethane
  3. customevaporate in vacuo

Sources & evidence

ORD record
ord-4ce2a9b421034cfbb05d1e811cd3d28b
Source dataset
uspto-grants-2001_11
Patent number
US06316445B1

Reaction notes

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