Sodium Methoxide → HCID 18466981, compound

HRID 2229239Notes

Reaction equation

HRID 2229239 reaction equation
Cl[C:2]1[C:11](/[CH:12]=[CH:13]/[CH2:14][OH:15])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:16][O-:17].[Na+]>CO.C(OCC)(=O)C>[CH3:16][O:17][C:2]1[C:11](/[CH:12]=[CH:13]/[CH2:14][OH:15])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 18466987HCID 18466987, compound

Product 1

HCID 18466981HCID 18466981, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (E)-3-(2-chloro-3-quinolinyl)-2-propen-1-ol (5.74 g) and sodium methoxide (28% in methanol; 10 ml) in MeOH (30 ml) was refluxed for 2 hours. The mixture was diluted with ethyl acetate, washed with water and brine, dried and concentrated. The residue was washed with cyclohexane-i-Pr2O to give the titled compound (4.50 g; 80%) as a colorless solid.

Workup

  1. temperaturewas refluxed for 2 hours
  2. washwashed with water and brine
  3. customdried
  4. concentrationconcentrated
  5. washThe residue was washed with cyclohexane-i-Pr2O

Sources & evidence

ORD record
ord-e845d808902b4dc09ef296a6332d4b7f
Source dataset
uspto-grants-2002_07
Patent number
US06420375B1

Reaction notes

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