Oxalyl chloride → 2-Nitrobenzeneacetyl chloride

HRID 1095360Notes

Reaction equation

HRID 1095360 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([OH:13])=O)([O-:3])=[O:2].C(Cl)(=O)C([Cl:17])=O>ClCCl.CN(C=O)C>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([Cl:17])=[O:13])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 77337(2-Nitrophenyl)acetic acid

Product 1

HCID 1409562-Nitrobenzeneacetyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

2-Nitrophenylacetic acid (15.0 g, 82.8 mmol) was dissolved in 330 mL of dichloromethane. Three drops of DMF were added, followed by dropwise addition of oxalyl chloride (14.4 mL, 165.6 mmol). The reaction was allowed to stir at ambient temperature for 3 hours, at which time the reaction was concentrated under reduced pressure to afford (2-nitrophenyl)acetyl chloride.

Workup

  1. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-0ed6b6aadd084076b8eedc194334654e
Source dataset
uspto-grants-2012_03
Patent number
US08138173B2

Reaction notes

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