Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | HCID 53663003 | HCID 53663003 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19900610 | HCID 19900610 | 95.3% |
Reaction Steps
4.1 g (0.0073 mol) of 4-hydroxy-3-methyl-2-butenyl 2,5,7,8-tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanyl carbonate was dissolved in 80 ml of dichloromethane. To the obtained solution was added 2.6 g (0.012 mol) of m-chloroperbenzoic acid (purity: 80%) in small portions under ice-cooling and stirring. After the completion of the addition, the obtained mixture was further stirred at the same temperature for 1 hour. After filtering off the precipitate thus formed, the filtrate was poured into an aqueous solution of sodium hydrosulfite and extracted with dichloromethane. The extract was washed with water and dried. After distilling off the solvent, the obtained oily residue was purified by column chromatography (silica gel, hexane/ethyl acetate). Thus 4.0 g of the title compound was obtained as a colorless viscous liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05102895 |
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| Source dataset | uspto-grants-1992_04 |
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| ORD ID | ord-3acecc6cb3de4d0885cb75ca98871a1d |
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| Source note | uspto-grants-1992_04 |
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