Ethanol → HCID 131724376, compound

HRID 49343Notes

Reaction equation

HRID 49343 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](/[C:7](/[CH2:14][CH3:15])=[CH:8]/[CH2:9][CH2:10][C:11]([OH:13])=[O:12])[S:5][CH:6]=1.S(=O)(=O)(O)O.[CH2:21](O)[CH3:22]>>[Br:1][C:2]1[CH:3]=[C:4](/[C:7](/[CH2:14][CH3:15])=[CH:8]/[CH2:9][CH2:10][C:11]([O:13][CH2:21][CH3:22])=[O:12])[S:5][CH:6]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 69824575(e)-5-(4-Bromo-2-thienyl)-4-heptenoic acid

Product 1

HCID 131724376HCID 131724376, compound

Procedure

16.6 g (57 mmol) of (E)-5-(4-bromo-2-thienyl)-4-heptenoic acid are dissolved in 150 mL of absolute ethanol and 1 mL of concentrated sulphuric acid is added. The mixture is refluxed for 2 hours and then cooled. After the usual treatment and chromatography on silica gel, the desired product is obtained in the form of a yellow oil (m=14.1 g; Y=77%).

Workup

  1. temperatureThe mixture is refluxed for 2 hours
  2. temperaturecooled

Sources & evidence

ORD record
ord-4ea2a019dd9343ad840f298f54412a60
Source dataset
uspto-grants-2004_03
Patent number
US06706725B1

Reaction notes

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