HCID 53445966, compound → HCID 53446148, compound

HRID 1107392Notes

Reaction equation

HRID 1107392 reaction equation
[CH:1]1([C:7]2([OH:19])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]2[CH2:13][C:14]([O:16]CC)=[O:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[OH-].[Na+]>[CH:1]1([C:7]2([OH:19])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]2[CH2:13][C:14]([OH:16])=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 53445966HCID 53445966, compound2×

Product 1

HCID 53446148HCID 53446148, compoundYield 80.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A dissolved solution of ethyl 2-cyclohexyl-2-hydroxy- phenylacetate (Compound (4), 8.0 g) in methanol (150 ml) and 1N aqueous sodium hydroxide solution (60 ml) was refluxed for 3 hours and then, methanol was then removed under pressure. The residual solution was acidified with diluted hydrochloric acid, and extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous sodium sulfate. The solvent was removed under pressure. The residue was recrystallized from hexane-ether to obtain the title compound (5.65 g, 80.3%) as a colorless crystal.

Workup

  1. custommethanol was then removed under pressure
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed under pressure
  6. customThe residue was recrystallized from hexane-ether

Sources & evidence

ORD record
ord-7aa0030678144599bb98ae88ef6a2fda
Source dataset
uspto-grants-2000_05
Patent number
US06060485

Reaction notes

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