Oxalyl chloride → 2-Phenoxybenzoyl chloride

HRID 993473Notes

Reaction equation

HRID 993473 reaction equation
[O:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10](O)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:20])=O>CN(C=O)C.C(Cl)Cl>[O:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([Cl:20])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 752372-Phenoxybenzoic acid

Product 1

HCID 110753032-Phenoxybenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-phenoxybenzoic acid (500 mg, 2.33 mmol) and DMF (1 drop) in CH2Cl2 (10 mL) under argon was added oxalyl chloride (1.3 mL, 2.0M in CH2Cl2, 2.6 mmol) dropwise. Bubbling of escaping gasses continued for 5 min after addition. The reaction was stirred at room temperature for 1 h, then concentrated in vacuo to give the title compound as a crude pale yellow oil.

Workup

  1. customBubbling of escaping gasses
  2. additionafter addition
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-376123e166834e0a800e94545e931587
Source dataset
uspto-grants-2002_10
Patent number
US06472414B1

Reaction notes

Loading…