Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 67413822 | HCID 67413822 | — |
| Product | HCID 67413298 | HCID 67413298 | 2.3% |
Reaction Steps
(R)-4-[6-(Decahydro-naphthalen-2-yloxy)-naphthalen-2-yl]-4-methyl-oxazolidin-2-one (200 mg, 0.0005 mol) was dissolved in ethanol (2.2 g, 0.049 mol) and treated with 4.2 M lithium hydroxide, monohydrate in water (2.1 mL, 0.0090 mol). The mixture was then heated to 80° C. overnight. The reaction was then cooled to room temperature and quenched with 1 N HCl. The reaction was then diluted with water and white solid formed. Solid was removed via filtration and dried overnight on filter to give 4 mg the desired product as a white solid (2%). ESI-MS: 337 (M-16)+. 1H NMR (400 MHz, DMSO-d6) δ=7.11-6.92 (m, 3 H), 6.75-6.64 (m, 1 H), 6.48-6.29 (m, 2 H), 3.74-3.58 (m, 1 H), 3.20-2.95 (m, 2 H), 1.21-0.96 (s, 22 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08269043B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-9d72cbb4d15e481cbc64e3295b36e163 |
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| Source note | uspto-grants-2012_09 |
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