Methanol → Methyl 3-(4-bromo-2-fluorophenyl)-2-propenoate

HRID 2395603Notes

Reaction equation

HRID 2395603 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([OH:12])=[O:11])=[C:4]([F:13])[CH:3]=1.S(=O)(=O)(O)O.[CH3:19]O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([O:12][CH3:19])=[O:11])=[C:4]([F:13])[CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 6883133-(4-Bromo-2-fluorophenyl)-2-propenoic acid

Product 1

HCID 54485126Methyl 3-(4-bromo-2-fluorophenyl)-2-propenoate

Procedure

The 3-(4-bromo-2-fluorophenyl)-2-propenoic acid obtained (17.1 g, 0.0698 mol) is taken up in 250 ml of methanol and 0.5 ml of concentrated sulphuric acid and heated for 12 h at reflux. Evaporation is carried out under vacuum and the residue purified by chromatography on silica (eluent: 1/1 hexane/ethyl acetate). Yd.: 14.7 g (81%) M.p. : 63°-65° C.

Workup

  1. temperatureat reflux
  2. customEvaporation
  3. customthe residue purified by chromatography on silica (eluent: 1/1 hexane/ethyl acetate)
  4. custom63°-65° C.

Sources & evidence

ORD record
ord-8b3568d553b147609d965b825beae0a7
Source dataset
uspto-grants-1996_02
Patent number
US05489592

Reaction notes

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