Oxalyl chloride → 3-(4-Chloro-2-nitro-phenoxy)-benzoyl chloride

HRID 2197905Notes

Reaction equation

HRID 2197905 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10](O)=[O:11])=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1.C(Cl)(=O)C([Cl:24])=O>CN(C=O)C>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]([Cl:24])=[O:11])=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 61395608HCID 61395608, compound

Product 1

HCID 866155003-(4-Chloro-2-nitro-phenoxy)-benzoyl chlorideYield 103.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product from Example 168a (2.0 g. 6.8 mmol) was treated with oxalyl chloride (9.0 g, 13.6 mmol) and catalytic DMF at 60° C. for 5 h. The excess oxalyl chloride was removed under vacuum. The residue was chased with benzene to give the desired product (2.2 g, 94%).

Workup

  1. customThe excess oxalyl chloride was removed under vacuum

Sources & evidence

ORD record
ord-d52848a5d1bf4ed7b596098b716439cb
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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