Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 18614745 | HCID 18614745 | — |
| Catalyst | chromium (VI) trioxide | HCID 10219390 | — |
| Product | HCID 18614742 | HCID 18614742 | 76% |
Reaction Steps
To a solution of (86) (20.2 mg, 56.6 mmol) in 500 mL acetic acid was added chromium(VI) oxide (30 mg, 283 mmol). The mixture was stirred at 50° C. for 12 h. The solvent was removed under reduced pressure. The mixture was then chromatographed on a silica gel TLC plate using hexane/ethyl acetate (9:1) to give (87): Yield 76%): 1H NMR (400 MHz, CDCl3) δ 7.97 (s, 1H), 7.81 (s, 2H), 6.23 (dd, 1H, J=4.97, 55.81 Hz), 5.37 (ddd, 1H, J=4.97, 12.36, 47.15 Hz).
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-ae1dd3035d62493999a3c628a0c783d4 |
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| Source note | uspto-grants-2003_04 |
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