Sodium Hydroxide → 2-(4-Phenyl-1,3-oxazol-5-yl)ethan-1-ol

HRID 1982428Notes

Reaction equation

HRID 1982428 reaction equation
[OH-].[Na+].C([O:5][CH2:6][CH2:7][C:8]1[O:12][CH:11]=[N:10][C:9]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O>C(O)C.O>[OH:5][CH2:6][CH2:7][C:8]1[O:12][CH:11]=[N:10][C:9]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13293292HCID 13293292, compound

Product 1

HCID 233165762-(4-Phenyl-1,3-oxazol-5-yl)ethan-1-olYield 97.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2N Sodium hydroxide (40 ml) was added to a solution of 5-(2-formyloxyethyl)-4-phenyloxazole (12.9 g) in ethanol (40 ml). The mixture was stirred for 30 minutes, then diluted with water (80 ml) and extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was then distilled off to give 10.0 g (97.3%) of 5-(2-hydroxyethyl)-4-phenyloxazole as an oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was then distilled off

Sources & evidence

ORD record
ord-382b86bc03884424bd6aacab508aab4d
Source dataset
uspto-grants-1986_06
Patent number
US04596816

Reaction notes

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