Ethyl 4-bromo-5-(3-chlorophenyl)furan-2-carboxylate → 4-Bromo-5-(3-chlorophenyl)furan-2-carboxylic acid

HRID 2190127Notes

Reaction equation

HRID 2190127 reaction equation
ClC1C=C(C2C=C(C(O)=O)OC=2C2C=CC=C(C#N)C=2)C=C(F)C=1.[Br:25][C:26]1[CH:27]=[C:28]([C:38]([O:40]CC)=[O:39])[O:29][C:30]=1[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[CH:32]=1>>[Br:25][C:26]1[CH:27]=[C:28]([C:38]([OH:40])=[O:39])[O:29][C:30]=1[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[CH:32]=1

Participants

3

Reactant 2

HCID 58064772Ethyl 4-bromo-5-(3-chlorophenyl)furan-2-carboxylateHCID 580647984-(3-Chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylic acid

Product 1

HCID 580647974-Bromo-5-(3-chlorophenyl)furan-2-carboxylic acid

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 20A starting with the compound from Example 5A. Instead of using ethyl acetate, the crude product is extracted with dichloromethane and reacted further without chromatographic purification. 447 mg (98% of theory) of the title compound are obtained.

Workup

  1. extractionInstead of using ethyl acetate, the crude product is extracted with dichloromethane
  2. customreacted further without chromatographic purification

Sources & evidence

ORD record
ord-99678ff6324c49449c7f0cf733311f55
Source dataset
uspto-grants-2012_12
Patent number
US08324268B2

Reaction notes

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