Ethanol → HCID 19867572, compound

HRID 1198896Notes

Reaction equation

HRID 1198896 reaction equation
[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]3[C:22]([OH:24])=[O:23])=[O:15])[CH:5]=[CH:4][C:3]1=2.S(=O)(=O)(O)O.[CH2:31](O)[CH3:32]>>[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([C:14]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]3[C:22]([O:24][CH2:31][CH3:32])=[O:23])=[O:15])[CH:5]=[CH:4][C:3]1=2

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 14100549HCID 14100549, compound

Product 1

HCID 19867572HCID 19867572, compound

Procedure

A solution of 3.42 g (10 mmoles) of 2-[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl) carbonyl]cyclohexane carboxylic acid, described in Example III, in 100 cm3 of ethyl alcohol containing 0.1 cm3 of 98% sulfuric acid, is heated for 12 hours at reflux. The solution is concentrated under reduced pressure and the resulting crude ester is dissolved in 100 cm3 of ethyl ether. The ether solution is washed with sodium bicarbonate and then with water, dried on sodium sulfate and evaporated to dryness. After drying, 3.6 g of ethyl 2-[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)carbonyl]cyclohexane carboxylate are obtained in the form of a colorless thick oil.

Workup

  1. temperatureis heated for 12 hours
  2. temperatureat reflux
  3. concentrationThe solution is concentrated under reduced pressure
  4. dissolutionthe resulting crude ester is dissolved in 100 cm3 of ethyl ether
  5. washThe ether solution is washed with sodium bicarbonate
  6. dry with materialwith water, dried on sodium sulfate
  7. customevaporated to dryness
  8. customAfter drying

Sources & evidence

ORD record
ord-8e1a09f4a75044018637fea121d40e3d
Source dataset
uspto-grants-1990_02
Patent number
US04898864

Reaction notes

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