Ethanol → HCID 19015379, compound

HRID 248028Notes

Reaction equation

HRID 248028 reaction equation
C[O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[C:6]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH:5]=1.[OH-].[K+].CO.C(O)C>O>[CH2:11]([O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:25])=[O:2])=[CH:5][C:6]=1[C:21]([CH3:22])([CH3:24])[CH3:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 702EthanolHCID 887MethanolHCID 14797Potassium HydroxideHCID 539263074-(Decyloxy)-3-(1,1-dimethylethyl)benzoic acid methyl ester

Product 1

HCID 19015379HCID 19015379, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 15.0 g of product from Example 130, 7.24 g of potassium hydroxide, 100 ml methyl alcohol, 40 ml ethyl alcohol and 10 ml of water is heated at reflux temperature for 18 hours. The reaction is cooled to room temperature, made acidic to pH 2, concentrated in vacuo, swirled with water and the solid collected. The solid residue is washed with water and dried in a vacuum oven to give 13 g of the desired product as colorless needles.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 18 hours
  3. concentrationconcentrated in vacuo
  4. customthe solid collected
  5. washThe solid residue is washed with water
  6. customdried in a vacuum oven

Sources & evidence

ORD record
ord-4b8c05b220b94513880905fce8c955b2
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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