Phenyl glycidyl ether → HCID 13434377, compound

HRID 1452612Notes

Reaction equation

HRID 1452612 reaction equation
[O:1]([CH2:8][CH:9]1[CH2:11][O:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:12][O-:13].[Na+]>CO>[CH3:12][O:13][CH2:11][CH:9]([OH:10])[CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 31217Phenyl glycidyl etherHCID 10942334Sodium Methoxide

Product 1

HCID 13434377HCID 13434377, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Phenoxymethyl-oxirane (0.15 g, 1.00 mMol) and sodium methoxide (0.054 g, 1.00 mMol) were dissolved in 10 ml of MeOH, then the reaction mixture was refluxed for 3 hours. The solvent MeOH was removed and the residue was extracted with ethyl acetate (3×20 ml), it was washed with brine, dried over MgSO4. The crude product was purified by column (25% EtOAc/Hexane) to yield 1-methoxy-3-phenoxy-propan-2-ol, whose structure is depicted below:

Workup

  1. temperaturethe reaction mixture was refluxed for 3 hours
  2. customThe solvent MeOH was removed
  3. extractionthe residue was extracted with ethyl acetate (3×20 ml), it
  4. washwas washed with brine
  5. dry with materialdried over MgSO4
  6. customThe crude product was purified by column (25% EtOAc/Hexane)

Sources & evidence

ORD record
ord-43d0ce49d2d1492fbdddbae5d33605a6
Source dataset
uspto-grants-2009_01
Patent number
US07473711B2

Reaction notes

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