Dimethylformamide → 4-Chloro-2-methoxybenzoyl chloride

HRID 1272081Notes

Reaction equation

HRID 1272081 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1.CN(C=O)C.C(Cl)(=O)C([Cl:21])=O>ClCCl>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:21])=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 936824-Chloro-o-anisic acid

Product 1

HCID 221424504-Chloro-2-methoxybenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Chloro-2-methoxy-benzoic acid (0.50 g, 2.7 mmol) and DMF (50 μl) were added to dichloromethane (9 ml). Oxalyl chloride (0.47 ml, 5.4 mmol) was then added to the mixture and the resultant 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 4-chloro-2-methoxy-benzoyl chloride.

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-403033c233444849b7ef7d8f312b9a31
Source dataset
uspto-grants-2007_04
Patent number
US07208506B2

Reaction notes

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