Ethanol → HCID 19068200, compound
Reaction equation
C([O:4][CH:5]([C:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][N:8]=1)[CH3:6])(=O)C.[OH-].[K+].C(O)C>O>[O:9]1[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:7]([CH:5]([OH:4])[CH3:6])=[N:8]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2.6 g of 3-(1-acetoxyethyl)-1,2-benzisoxazole, 0.9 g of potassium hydroxide, 40 ml of ethanol and 3 ml of water is stirred for 1 h at room temperature. The reaction mixture is then concentrated under vacuum and diluted with water. This aqueous phase is extracted three times with diethyl ether, the combined ethereal extracts are then washed with a saturated solution of sodium chloride and dried over sodium sulfate, giving 1-(1,2-benzisoxazol-3-yl)ethanol as an oil having a refractive index nD20 of 1.5555.
Workup
- concentrationThe reaction mixture is then concentrated under vacuum
- additiondiluted with water
- extractionThis aqueous phase is extracted three times with diethyl ether
- washthe combined ethereal extracts are then washed with a saturated solution of sodium chloride
- dry with materialdried over sodium sulfate
Sources & evidence
- ORD record
- ord-e46a4847bc584047af11a68dbe52fe30
- Source dataset
- uspto-grants-1998_07
- Patent number
- US05786374
Reaction notes
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