Potassium Carbonate → (5-Phenyl-benzoxazol-2-yl)methanol

HRID 970811Notes

Reaction equation

HRID 970811 reaction equation
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([CH2:15][O:16]C(=O)C)=[N:12][C:11]=3[CH:20]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+]>CO>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([CH2:15][OH:16])=[N:12][C:11]=3[CH:20]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 20622383Acetic Acid 5-phenyl-benzoxazol-2-ylmethyl Ester

Product 1

HCID 22062842(5-Phenyl-benzoxazol-2-yl)methanolYield 72.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Acetic acid (5-phenyl-benzoxazol-2-yl)methyl ester 50 (409 mg, 1.53 mmol) was dissolved in 10 ml of methanol. Finely ground K2CO3 (53 mg, 0.38 mmol) was added. After 3 hrs, the mixture was concentrated then diluted with water and extracted with ethyl acetate. The extracts were washed with brine, dried, filtered and concentrated to yield about 251 mg of (5-phenyl-benzoxazole-2-yl)methanol 51.

Workup

  1. concentrationthe mixture was concentrated
  2. additionthen diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe extracts were washed with brine
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-a9128cf1067047e6892d0a4cbda31971
Source dataset
uspto-grants-2007_12
Patent number
US07312230B2

Reaction notes

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