Ethyl 4-bromo-5-(4-fluorophenyl)furan-2-carboxylate → Ethyl 4-(3-chlorophenyl)-5-(4-fluorophenyl)furan-2-carboxylate

HRID 2190119Notes

Reaction equation

HRID 2190119 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[C:11]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[O:12][C:13]=2[C:14]2[CH:19]=[CH:18][CH:17]=[C:16](C#N)[CH:15]=2)[CH:5]=[C:6](F)[CH:7]=1.BrC1C=C(C(OCC)=O)OC=1C1C=CC([F:39])=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[C:11]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[O:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([F:39])=[CH:16][CH:15]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 58064766Ethyl 4-bromo-5-(4-fluorophenyl)furan-2-carboxylateHCID 58064795Ethyl 4-(3-chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylate

Product 1

HCID 58064804Ethyl 4-(3-chlorophenyl)-5-(4-fluorophenyl)furan-2-carboxylate

Procedure

The synthesis of the title compound takes place in analogy to the synthesis of the compound from Example 11A starting with the compound from Example 7A. Extraction is carried out with dichloromethane and purification with the mobile phase cyclohexane/ethyl acetate (30:1). 4.12 g (41% of theory) of the title compound with a purity of 50% are obtained.

Workup

  1. extractionExtraction
  2. customis carried out with dichloromethane and purification with the mobile phase cyclohexane/ethyl acetate (30:1)

Sources & evidence

ORD record
ord-a1905e68fcb840e5a4eebf8afbb13c80
Source dataset
uspto-grants-2012_12
Patent number
US08324268B2

Reaction notes

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