Oxalyl chloride → 1-(4-Fluorophenyl)-2-(pyridin-4-yl)ethane-1,2-dione

HRID 479754Notes

Reaction equation

HRID 479754 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:17])(O)[CH2:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.C(Cl)(=O)C(Cl)=[O:20]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[O:20])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 65578Oxalyl chlorideHCID 187715021-(4-Fluorophenyl)-2-(4-pyridyl)ethanediol

Product 1

HCID 117909921-(4-Fluorophenyl)-2-(pyridin-4-yl)ethane-1,2-dione

Procedure

Oxidation of 1-(4-fluorophenyl)-2-(4-pyridyl)ethanediol according to the oxalyl chloride method of Swern [J. Org. Chem., 44, p 4148, 1979)] gave the titled dione following extractive workup and recyrstallization from hexanes m.p. 85-86.5° C.

Workup

  1. custom, 44, p 4148, 1979)] gave the titled dione

Sources & evidence

ORD record
ord-0a06086c93b74e6b9cae7f786da1012d
Source dataset
uspto-grants-2003_11
Patent number
US06645989B2

Reaction notes

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