Phenol → Methyl 3-phenoxy-3-phenyl-2-hydroxybutyrate

HRID 2258457Notes

Reaction equation

HRID 2258457 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8]1([C:14]2([CH3:21])[O:20][CH:15]2[C:16]([O:18][CH3:19])=[O:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[O:7]([C:14]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:21])[CH:15]([OH:20])[C:16]([O:18][CH3:19])=[O:17])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 996PhenolHCID 228011Methyl 3-methyl-3-phenyloxirane-2-carboxylate

Product 1

HCID 15766824Methyl 3-phenoxy-3-phenyl-2-hydroxybutyrate

Procedure

28.2 g (0.3 mol) of phenol and 19.2 g (0.1 mol) of methyl 3-phenyl-2,3-epoxybutyrate are heated together for 6 hours at 100° C. After the excess phenol has been distilled off under greatly reduced pressure and the residue has been purified by chromatography over silica gel using a hexane/ethyl acetate mixture, 17.9 g of a slightly yellow oil are obtained.

Workup

  1. distillationAfter the excess phenol has been distilled off under greatly reduced pressure
  2. customthe residue has been purified by chromatography over silica gel using a hexane/ethyl acetate mixture, 17.9 g of a slightly yellow oil
  3. customare obtained

Sources & evidence

ORD record
ord-d170f804c292465eab05bfc8ecc73c93
Source dataset
uspto-grants-1997_08
Patent number
US05661106

Reaction notes

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