Sodium Methoxide → 2-(4-Octanoylphenyl)ethanol

HRID 1595061Notes

Reaction equation

HRID 1595061 reaction equation
C[O-].[Na+].C([O:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16](=[O:24])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:12][CH:11]=1)(=O)C>CO>[OH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16](=[O:24])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 217075284-Octanoylphenethyl acetate

Product 1

HCID 222186582-(4-Octanoylphenyl)ethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

A solution (18.8 ml) of 28% sodium methylate in methanol was added to a solution of the material (280 g) which contains 2-(4-octanoyl phenyl)ethyl acetate obtained in the step A as a major component in methanol (200 ml), and the solution was stirred at room temperature for 1 hour. Suspension of Amberlite IR-120B in methanol (98 ml) was added to the solution, and the mixture was filtered. The filtrate was concentrated, and the residue was recrystallized from hexane-ethyl acetate (10:1) to obtain 4′-(2-hydroxy ethyl)octanophenone (138 g) in the form of colorless crystal.

Workup

  1. additionwas added to the solution
  2. filtrationthe mixture was filtered
  3. concentrationThe filtrate was concentrated
  4. customthe residue was recrystallized from hexane-ethyl acetate (10:1)

Sources & evidence

ORD record
ord-55e26a1a7703437ebc44429f40a14783
Source dataset
uspto-grants-2001_09
Patent number
US06284915B1

Reaction notes

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