Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 71291698 | HCID 71291698 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 71291709 | HCID 71291709 | 83.3% |
Reaction Steps
To a stirred solution of alcohol 1 (0.07 g, 0.18 mmol) in ethanol (10 mL) were added sodium acetate (10 mg, 0.12 mmol) followed by addition of 10% Pd/C (60 mg) at RT under inert atmosphere. The reaction mixture was stirred at RT for 2 h under H2 atmosphere (30 psi). Progress of reaction was monitored by TLC. The reaction mixture was filtered through a pad of celite and celite bed was washed with ethanol (2×10 mL). The filtrate was concentrated under reduced pressure to afford 2 (50 mg, 0.15 mmol, 78%) as a white solid. 1H NMR (500 MHz, CDCl3): δ 8.75 (s, 1H), 7.88 (s, 1H), 7.85 (s, 1H), 7.65 (d, J=8.5 Hz, 1H), 7.41 (d, J=8.5 Hz, 1H), 7.13 (s, 1H), 7.09 (s, 1H), 3.99 (s, 6H), 2.84-2.78 (m, 1H), 1.06 (d, J=6.5 Hz, 3H), 0.87 (d, J=6.5 Hz, 3H). Mass: m/z: 344 [M+1]. HPLC: 99.65%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150527B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-ecf65400ba834e5c81ee195a63a2598c |
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| Source note | uspto-grants-2015_10 |
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