Benzene → HCID 11328650, compound

HRID 915618Notes

Reaction equation

HRID 915618 reaction equation
Cl[C:2](OCCCC)=[O:3].[F:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[C:17]1[CH:25]=[C:21]([C:22]([OH:24])=[O:23])[C:20]([OH:26])=[C:19]([I:27])[CH:18]=1.CN(C)[C:30]1[CH:35]=[CH:34]C=CC=1.Cl.[CH:38]1C=CC=CC=1>>[F:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[C:17]1[CH:18]=[C:19]([I:27])[C:20]([O:26][C:2]([C:35]([CH3:34])([CH3:30])[CH3:38])=[O:3])=[C:21]([C:22]([OH:24])=[O:23])[CH:25]=1

Participants

6

Reactant 5

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 949N,N-DimethylanilineHCID 61140Butyl chloroformateHCID 43695632',4'-Difluoro-4-hydroxy-5-iodo-1,1'-biphenyl-3-carboxylic acid

Product 1

HCID 11328650HCID 11328650, compound

Procedure

0.928 g (0.0067 mmol) of n-butyl chloroformate was added to a mixture of 2.5 g (0.0061 mmol) of 5-(2,4-difluorophenyl)-3-iodo-salicylic acid in 6 ml of benzene and 1.728 g (0.014 mmol) of dimethylaniline. The mixture was stirred at room temperature for 3 hr. Ice and a 2.5 N solution of HCl were added. It was extracted with dichloromethane and the organic phase was dried over magnesium sulphate. The solvent was evaporated at low pressure and the crude was recrystalized from a chloroform/hexane mixture.

Workup

  1. extractionIt was extracted with dichloromethane
  2. dry with materialthe organic phase was dried over magnesium sulphate
  3. customThe solvent was evaporated at low pressure
  4. customthe crude was recrystalized from a chloroform/hexane mixture

Sources & evidence

ORD record
ord-09e2bf5d4d3641848948648e4c5a8b40
Source dataset
uspto-grants-2007_09
Patent number
US07265245B2

Reaction notes

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