Potassium Hydroxide → HCID 12112298, compound

HRID 1168547Notes

Reaction equation

HRID 1168547 reaction equation
[OH-].[K+].[Cl:3][C:4]1[C:5](/[C:18](/[CH3:31])=[CH:19]/[C:20]2[CH:30]=[CH:29][C:23]([C:24]([O:26]CC)=[O:25])=[CH:22][CH:21]=2)=[CH:6][C:7]2[C:8]([CH3:17])([CH3:16])[CH2:9][CH2:10][C:11]([CH3:15])([CH3:14])[C:12]=2[CH:13]=1>C(O)C>[Cl:3][C:4]1[C:5](/[C:18](/[CH3:31])=[CH:19]/[C:20]2[CH:30]=[CH:29][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=2)=[CH:6][C:7]2[C:8]([CH3:17])([CH3:16])[CH2:9][CH2:10][C:11]([CH3:14])([CH3:15])[C:12]=2[CH:13]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 12112297HCID 12112297, compound2×

Product 1

HCID 12112298HCID 12112298, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of potassium hydroxide in ethanol was added to 20 mg (0.049 mmol) of ethyl 4-[(E)-2-(3-chloro-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalen-2-yl)propen-1-yl]benzoate (Compound 12) and the resulting mixture stirred at room temperature for 24 hours. Solvent was removed in-vacuo and the resulting solid taken-up in water, acidified using 1N HCl, and extracted three times with ether. The ether extracts were washed with water, brine and dried (MgSO4). The solvent was removed in-vacuo and recrystallized using acetonitrile to give the title compound as a white solid.

Workup

  1. customSolvent was removed in-vacuo
  2. extractionextracted three times with ether
  3. washThe ether extracts were washed with water, brine
  4. dry with materialdried (MgSO4)
  5. customThe solvent was removed in-vacuo
  6. customrecrystallized

Sources & evidence

ORD record
ord-0bb1dc6ce64544f3a62c2e0458062cd6
Source dataset
uspto-grants-2003_09
Patent number
US06624188B1

Reaction notes

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