Potassium Hydroxide → 2-Isoxazolidinecarboxylic acid, ethyl ester
Reaction equation
C(Br)CCBr.[C:6]([N:11]1[CH2:15][CH2:14][CH2:13][O:12]1)([O:8][CH2:9][CH3:10])=[O:7].[OH-].[K+]>>[C:6]([N:11]1[CH2:15][CH2:14][CH2:13][O:12]1)([O:8][CH2:9][CH3:10])=[O:7]Participants
3
Procedure
N-Carbethoxyisooxazolidine Trimethylene dibromide (40.4 g; 0.4 mole) and an ethanolic solution (224 ml.) containing potassium hydroxide (22.4 g; 0.4 mole) are boiled together on a steam bath for six hours. The ethanol is removed by distillation and the residue triturated with ether (3×100 ml.). The combined ether washes are dried over anhydrous magnesium sulfate, filtered and concentrated to give a liquid which is vacuum distilled to give N-carbethoxyisooxazolidine, b.p. 103° C./13 mm.
Workup
- customThe ethanol is removed by distillation
- customthe residue triturated with ether (3×100 ml.)
- dry with materialThe combined ether washes are dried over anhydrous magnesium sulfate
- filtrationfiltered
- concentrationconcentrated
- customto give a liquid which
- distillationdistilled
Sources & evidence
- ORD record
- ord-b5f15fb4790c4a21a4f9eee9a6454e41
- Source dataset
- uspto-grants-1980_12
- Patent number
- US04242338
Reaction notes
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