Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 9819252 | HCID 9819252 | — |
| Product | HCID 9928555 | HCID 9928555 | 60% |
Reaction Steps
To a solution of compound (3) (41 mg, 0.11 mmol) in CH2Cl2 (3 mL) m-CPBA (31.3 mg, 0.13 mmol) was added at −78° C. under N2. After 30 min. the reaction mixture was allowed to warm to −30° C. and stirred at −30° C. until the starting material disappeared completely. Aqueous Na2CO3 (10 mL) was then added and the organic phase was separated. The organic layer was washed with aq. Na2CO3 (10×4 mL), dried, concentrated to obtain a solid which was purified by flash chromatography on silica (20% EtOAc:hexane) to obtain the title compound (60%). 1H NMR (CDCl3) δ 7.78 (s, 2H), 7.45 (s, 1H), 7.53 (m, 2H), 4.01 (d, J=7.8 Hz, 1H), 3.88 (d, 7.8 Hz, 1H); MS (M+) 355.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06545033B1 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-677a893faa98493fae4f1a032d9856ff |
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| Source note | uspto-grants-2003_04 |
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