Oxalyl chloride → HCID 18791036, compound

HRID 1005291Notes

Reaction equation

HRID 1005291 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH2:7]([O:10][C:11]1[C:12]([Cl:21])=[CH:13][C:14]([F:20])=C([CH:19]=1)C(O)=O)[CH:8]=[CH2:9]>CN(C)C=O.C1(C)C=CC=CC=1>[CH2:7]([O:10][C:11]1[C:12]([Cl:21])=[CH:13][C:14]([F:20])=[C:1]([CH:19]=1)[C:2]([Cl:4])=[O:3])[CH:8]=[CH2:9]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 18791030HCID 18791030, compound

Product 1

HCID 18791036HCID 18791036, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 1140TolueneSolvent

Procedure

With ice-cooling, 1 drop of dimethylformamide and 49.2 g (0.38 mol) of oxalyl chloride were added in succession to a solution of 59.7 g (0.26 mol) of 5-allyloxy-4-chloro-2-fluorobenzoic acid in 0.5 1 of toluene. After the evolution of gas had ceased, the mixture was concentrated to about half its volume. In this form, the product solution was used for the next step.

Workup

  1. temperatureWith ice-cooling
  2. concentrationthe mixture was concentrated to about half its volume

Sources & evidence

ORD record
ord-72e98eb41a824b459a714cc746fbd135
Source dataset
uspto-grants-2000_04
Patent number
US06054413

Reaction notes

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