Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | 2-(4-Nitrobenzyl)oxazole | HCID 90110583 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 82468131 | HCID 82468131 | 73.9% |
Reaction Steps
To a solution of 2-(4-nitrobenzyl)oxazole (0.108 g, 0.59 mmol) in ethanol (3 mL) was added tin chloride (0.531 g, 2.35 mmol) and the mixture was stirred at 50° C. for 3 h. After this time, the reaction mixture was cooled, diluted with 1M sodium hydroxide, and extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to afford the title compound (0.076 g, 63%) as a yellow oil. MW=174.20. 1H NMR (CD3OD, 500 MHz) δ 7.78 (d, J=0.8 Hz, 1H), 7.05 (d, J=0.8 Hz, 1H), 7.02-6.97 (m, 2H), 6.69-6.65 (m, 2H), 3.97 (s, 2H); APCI MS m/z 175 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221843B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-7ecaa61db4b94a3287c53b43cfc33c08 |
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| Source note | uspto-grants-2015_12 |
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