Dimethylformamide → HCID 53731305, compound

HRID 1195448Notes

Reaction equation

HRID 1195448 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:19]2[CH:24]=[CH:23][C:22]([O:25][C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[CH:27]=3)=[CH:21][CH:20]=2)([C:15]([F:18])([F:17])[F:16])[C:11]([F:14])([F:13])[F:12])=[CH:6][CH:5]=1)(O)=[O:2].CN(C)C=O.S(Cl)([Cl:42])=O>>[Cl:42][C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:19]2[CH:24]=[CH:23][C:22]([O:25][C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[CH:27]=3)=[CH:21][CH:20]=2)([C:15]([F:18])([F:17])[F:16])[C:11]([F:14])([F:13])[F:12])=[CH:6][CH:5]=1)=[O:2]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 14832329HCID 14832329, compound

Product 1

HCID 53731305HCID 53731305, compound

Procedure

146 g (0.3 mol) of 2-(4-carboxyphenyl)-2-[4-(3-nitrophenoxy)phenyl]hexafluoropropane were suspended in 714 g of thionyl chloride, 1 cm3 of dimethylformamide was added, and the mixture was refluxed till evolution of gas was no longer observed. The thionyl chloride was removed by distillation, and the residue was recrystallized from acetonitrile.

Workup

  1. temperaturethe mixture was refluxed till evolution of gas
  2. customThe thionyl chloride was removed by distillation
  3. customthe residue was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-5d574b0d7def43b38dbb6df7260e59e2
Source dataset
uspto-grants-1992_05
Patent number
US05110983

Reaction notes

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