Ethanol → HCID 13241451, compound

HRID 1902376Notes

Reaction equation

HRID 1902376 reaction equation
[CH3:1][C:2]([CH3:15])=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:14])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1.[CH2:16](O)[CH3:17]>OS(O)(=O)=O>[CH3:1][C:2]([CH3:15])=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:14])[C:11]([O:13][CH2:16][CH3:17])=[O:12])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 1563562-[4-(2-Methylpropenyl)phenyl]propionic Acid

Product 1

HCID 13241451HCID 13241451, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 2-(4-dimethylvinylphenyl)propionic acid (11.5 g) in anhydrous ethanol (250 ml) and 2.5 ml of 98% H2SO4 was refluxed for 4 hours. After cooling the solvent was removed and the oily residue was treated with a saturated NaHCO3 solution, extracted with two 100 ml portions of ether and dried over Na2SO4. Evaporation of the solvent gave a white oil which was dried at 40° in a vacuum stove for 3 hours to yield the title ester (12.5 g) as an oily product. Found: C% 75.65 (Calc 75.44); H% 8.62 (8.42).

Workup

  1. temperatureAfter cooling the solvent
  2. customwas removed
  3. additionthe oily residue was treated with a saturated NaHCO3 solution
  4. extractionextracted with two 100 ml portions of ether
  5. dry with materialdried over Na2SO4
  6. customEvaporation of the solvent
  7. customgave a white oil which
  8. customwas dried at 40° in a vacuum stove for 3 hours

Sources & evidence

ORD record
ord-c0af73e65e9b4d759f6100d5a7d5f1a1
Source dataset
uspto-grants-1982_12
Patent number
US04362891

Reaction notes

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