2,4-Dichlorobenzoic Acid → 2,4-Dichlorobenzoyl chloride

HRID 1863985Notes

Reaction equation

HRID 1863985 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].CN(C)C=O.C(Cl)(=O)C([Cl:20])=O>ClCCl>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:20])=[O:5]

Participants

5

Reactant 3

HCID 57872,4-Dichlorobenzoic AcidHCID 6228DimethylformamideHCID 65578Oxalyl chloride

Product 1

HCID 666452,4-Dichlorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,4-dichlorobenzoic acid (63 μL, 0.45 mmol) and N,N-dimethyl formamide (DMF) (50 μl) was dissolved in dichloromethane (10 mL). Oxalyl chloride (0.57 mL, 6.7 mmol) was added and the solution stirred at room temperature for 2 hours. The reaction was monitored to completion by LC-MS. The reaction was concentrated in vacuo to afford crude 2,4-dichlorobenzoyl chloride.

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-a461868cf5b0475cbdff1ec23095300a
Source dataset
uspto-grants-2009_12
Patent number
US07625896B2

Reaction notes

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