Ethanol → Ethyl (4-cyclohexylphenyl)acetate

HRID 917917Notes

Reaction equation

HRID 917917 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]#N)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:16]([OH:18])[CH3:17].S(=O)(=O)(O)[OH:20]>O>[CH2:16]([O:18][C:14](=[O:20])[CH2:13][C:10]1[CH:11]=[CH:12][C:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:8][CH:9]=1)[CH3:17]

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 2024547429030-58-8

Product 1

HCID 53423226Ethyl (4-cyclohexylphenyl)acetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

13.7 g of para-cyclohexyl-phenylacetonitrile, 21 ml of absolute ethanol, and 7.3 ml of concentrated sulfuric acid are boiled overnight. The mixture is then diluted with water and extracted several times with ethyl acetate. The solution is washed with sodium bicarbonate solution and water, and dried over sodium sulfate. The residue obtained on evaporation of the solvent is distilled in a high vacuum. There is obtained para-cyclohexylphenyl acetic acid ethyl ester boiling at 125°-127°C under a pressure of 0.5 mm of Hg.

Workup

  1. extractionextracted several times with ethyl acetate
  2. washThe solution is washed with sodium bicarbonate solution and water
  3. dry with materialdried over sodium sulfate
  4. customThe residue obtained on evaporation of the solvent
  5. distillationis distilled in a high vacuum

Sources & evidence

ORD record
ord-b01f2d2809f54fd983e92686012e8f8e
Source dataset
uspto-grants-1976_07
Patent number
US03968142

Reaction notes

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