Diazomethane → 3-(2',4'-Difluoro-4-biphenylyl)-2-butenoic acid methyl ester

HRID 26921Notes

Reaction equation

HRID 26921 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH3:20])=[CH:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=1.[N+](=[CH2:23])=[N-]>C1COCC1>[CH3:23][O:18][C:17](=[O:19])[CH:16]=[C:15]([C:12]1[CH:13]=[CH:14][C:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])=[CH:10][CH:11]=1)[CH3:20]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 540100683-(2',4'-Difluoro-4-biphenylyl)-2-butenoic acid

Product 1

HCID 536963323-(2',4'-Difluoro-4-biphenylyl)-2-butenoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1 g. of 3-(2',4'-difluoro-4-biphenylyl)-2-butenoic acid is dissolved in 10 ml. of THF and an ethereal solution of diazomethane is added dropwise, with stirring, until no further evolution of nitrogen is observed. After 20 minutes, the mixture is evaporated to give 3-(2',4'-difluoro-4-biphenylyl)-2-butenoic acid methyl ester, m.p. 90°-92°.

Workup

  1. customthe mixture is evaporated

Sources & evidence

ORD record
ord-c6770c4a66034c95bef89287f848c826
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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