Hydrogen Peroxide → HCID 12272038, compound
Reaction equation
[CH:1](=[C:8]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-:20].[Na+].OO>C(O)C>[CH2:17]([O:16][C:14]([C:8]1([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[O:20]1)=[O:15])[CH3:18]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
50 g of benzylidenemalonic acid, diethyl ester, (E. H. Kroeker, et al., J. Am. Chem. Soc., 56, 1171-3 (1934)) and 10 ml of 10% aqueous sodium bicarbonate were mixed with 100 ml of ethanol. 42 ml of 30% hydrogen peroxide was added dropwise over a 5-hour period at 70° C. Then 30 ml of 30% hydrogen peroxide was added over a one-hour period at 60° C. 100 ml of ethanol was added and the mixture was stirred for 8 hours at 60° C. The solvent was evaporated and the residue was extracted with methylene chloride. The solvent was evaporated from the separated extract and the residue was distilled to give ethyl 2-(ethoxycarbonyl)-3-phenyloxiranecarboxylate (6A), as a fraction boiling at 178°-180° C. at 0.05 Torr.
Workup
- customThe solvent was evaporated
- extractionthe residue was extracted with methylene chloride
- customThe solvent was evaporated from the separated
- extractionextract
- distillationthe residue was distilled
Sources & evidence
- ORD record
- ord-e68688e710f44561a22236750bada660
- Source dataset
- uspto-grants-1980_11
- Patent number
- US04235923
Reaction notes
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