2-Methoxyethanol → HCID 12112296, compound

HRID 1168549Notes

Reaction equation

HRID 1168549 reaction equation
[OH-].[Na+].COCCO.[Br:8][C:9]1[C:10](/[C:23](/[CH3:36])=[CH:24]/[C:25]2[CH:35]=[CH:34][C:28]([C:29]([O:31]CC)=[O:30])=[CH:27][CH:26]=2)=[CH:11][C:12]2[C:13]([CH3:22])([CH3:21])[CH2:14][CH2:15][C:16]([CH3:20])([CH3:19])[C:17]=2[CH:18]=1>CCOCC>[Br:8][C:9]1[C:10](/[C:23](/[CH3:36])=[CH:24]/[C:25]2[CH:35]=[CH:34][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=2)=[CH:11][C:12]2[C:13]([CH3:22])([CH3:21])[CH2:14][CH2:15][C:16]([CH3:19])([CH3:20])[C:17]=2[CH:18]=1

Participants

5

Reactant 3

HCID 80192-MethoxyethanolHCID 14798Sodium HydroxideHCID 12112295HCID 12112295, compound2×

Product 1

HCID 12112296HCID 12112296, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of sodium hydroxide, 2-methoxyethanol and ether was added to 50 mg (0.11 mmol) of ethyl 4-[(E)-2-(3-bromo-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalen-2-yl)propen-1-yl]benzoate (Compound 14) and the resulting mixture stirred at room temperature for 17 hours. Solvent was removed in-vacuo and the resulting solid taken-up in water, acidified using 2N HCl, and extracted with ether. The ether extracts were washed with water, brine and dried (MgSO4). The solvent was removed in-vacuo to give the title compound as a white solid.

Workup

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

Sources & evidence

ORD record
ord-d9cfa567f6934cbdba331b937c3707ad
Source dataset
uspto-grants-2003_09
Patent number
US06624188B1

Reaction notes

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