Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 86642889 | HCID 86642889 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Product | HCID 67425784 | HCID 67425784 | 100.6% |
Reaction Steps
5-(6-(benzyloxy)-5-(trifluoromethyl)naphthalen-2-yl)-2,2-dimethyl-5-nitro-1,3-dioxinane (2.00 g, 0.00433 mol) was dissolved in acetic acid (20 mL, 0.4 mol), followed by zinc (2.834 g, 0.04334 mol) in small portions at 23° C. The reaction mixture was then allowed to stir at 23° C. for 4 hours. Excess of acetic acid was removed, and the residue was treated with DCM, and filtered. The organic layer was then treated with NaOH (2N, 2 mL), and separated. The organic layer washed with water (30 mL) and brine (30 mL), and then dried over Na2SO4. Removal of the solvent gave a pure product (1.88 g, 100%). MS (ES, to M+1): 432.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546359B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-cc5202b4bf764b948a13b600ee84130d |
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| Source note | uspto-grants-2013_10 |
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