Oxalyl chloride → 1192719-19-9

HRID 880467Notes

Reaction equation

HRID 880467 reaction equation
[C:1](Cl)(=[O:5])[C:2]([Cl:4])=[O:3].[CH3:7][N:8]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]=[C:9]1[CH3:19]>ClCCl>[CH3:7][N:8]1[C:9]([CH3:19])=[CH:10][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:12]1[C:1](=[O:5])[C:2]([Cl:4])=[O:3]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 447182881,2-Dimethyl-4-phenyl-1H-pyrrole

Product 1

HCID 866546741192719-19-9Yield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (19.5 mL, 0.21 mol) was added slowly to a 0° C. solution of 1,2-dimethyl-4-phenyl-pyrrole (30.5 g, 0.178 mol) in dry dichloromethane (150 mL). The reaction mixture was warmed to room temperature and stirred for 1 h. The solvent was removed in vacuo to afford 2-(1,5-dimethyl-3-phenyl-pyrrol-2-yl)-2-oxo-acetyl chloride (46 g, 99%) as a brown oil.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-45c7955e852e41dda2de3c9d2b86b053
Source dataset
uspto-grants-2015_03
Patent number
US08993574B2

Reaction notes

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