Cesium acetate → Acetic Acid 5-phenyl-benzoxazol-2-ylmethyl Ester

HRID 1827989Notes

Reaction equation

HRID 1827989 reaction equation
Br[CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:8][C:6]=2[N:7]=1.[C:18]([O-:21])(=[O:20])[CH3:19].[Cs+]>CN(C=O)C.C(OCC)(=O)C>[C:12]1([C:9]2[CH:10]=[CH:11][C:5]3[O:4][C:3]([CH2:2][O:21][C:18](=[O:20])[CH3:19])=[N:7][C:6]=3[CH:8]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 5152919Cesium acetateHCID 151337542-Bromomethyl-5-phenyl-benzoxazole

Product 1

HCID 20622383Acetic Acid 5-phenyl-benzoxazol-2-ylmethyl Ester

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-bromomethyl-5-phenyl-benzoxazole 49 (440 mg, 1.53 mmol) and cesium acetate (585 mg, 3.06 mmol) in 5 ml DMF was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with brine, dried, filtered and concentrated to yield acetic acid 5-phenyl-benzoxazole-2-ylmethyl ester 50.

Workup

  1. washwashed with brine
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2e188c415892487789c4070142030e02
Source dataset
uspto-grants-2006_06
Patent number
US07056903B2

Reaction notes

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