Ethanol → HCID 54432300, compound

HRID 917910Notes

Reaction equation

HRID 917910 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:14][C:15]#N)[CH:5]=[CH:6][C:7]=1[CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[CH2:17]([OH:19])[CH3:18].S(=O)(=O)(O)[OH:21]>O>[CH2:17]([O:19][C:15](=[O:21])[CH2:14][C:4]1[CH:5]=[CH:6][C:7]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[C:2]([Cl:1])[CH:3]=1)[CH3:18]

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 21524243HCID 21524243, compound

Product 1

HCID 54432300HCID 54432300, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 11.5 g of 3-chloro-4-cyclohexyl-phenylacetonitrile, 15 ml of absolute ethanol and 5.3 ml of concentrated sulfuric acid is refluxed overnight, then diluted with water and several times extracted with ether. The ethereal solution is washed with sodium bicarbonate solution and water and dried over sodium sulfate, evaporated, and the residue is distilled under a high vacuum, to yield 12.5 g of 3-chloro-4-cyclohexylphenylacetic acid ethyl ester boiling at 137° to 139°C under 0.3 mm Hg pressure.

Workup

  1. temperatureis refluxed overnight
  2. extractionextracted with ether
  3. washThe ethereal solution is washed with sodium bicarbonate solution and water
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. distillationthe residue is distilled under a high vacuum

Sources & evidence

ORD record
ord-7c05d5162e4644109448b64a4c09b457
Source dataset
uspto-grants-1976_07
Patent number
US03968142

Reaction notes

Loading…