Oxalyl chloride → 4-(4-Chlorocarbonylbenzyl)-nitrobenzene

HRID 634821Notes

Reaction equation

HRID 634821 reaction equation
[N+:1]([C:4]1[CH:19]=[CH:18][C:7]([CH2:8][C:9]2[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(Cl)(=O)C([Cl:23])=O>ClCCl.CN(C)C=O>[Cl:23][C:13]([C:12]1[CH:16]=[CH:17][C:9]([CH2:8][C:7]2[CH:18]=[CH:19][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:10][CH:11]=1)=[O:14]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 218768784-(4-Nitrobenzyl)-benzoic acid

Product 1

HCID 2584714-(4-Chlorocarbonylbenzyl)-nitrobenzene

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

4-(4-Nitrobenzyl)-benzoic acid (1.03 g, 4 mmol) was dissolved in dichloromethane (40 mL). Oxalyl chloride (0.42 mL, 1.2 eq) was added to the mixture, followed by 1 drop of N,N-dimethylformamide. The mixture was stirred for 1 hour at room temperature and the solvents evaporated to give 4-(4-chlorocarbonylbenzyl)-nitrobenzene (1.10 g) as a pale yellow solid.

Workup

  1. customthe solvents evaporated

Sources & evidence

ORD record
ord-80bd0a39faf94686bec5a520c2933068
Source dataset
uspto-grants-2001_02
Patent number
US06184242B2

Reaction notes

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