Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Reactant | 5-Bromo-2-(4-trifluoromethoxy-benzyl)-7-trifluoromethyl-2,3-dihydro-isoindol-1-one | HCID 86629979 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 57672259 | HCID 57672259 | 70% |
Reaction Steps
A mixture of 7-trifluoromethyl-5-bromo-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.060 g, 0.15 mmol), and 30% sodium methoxide-methanol (0.21 mL) in methanol (4 mL) was stirred at 100° C. for 1 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 7-trifluoromethyl-5-methoxy-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.043 g, 70%). 1H NMR (300 MHz, CDCl3): δ (ppm) 3.88 (s, 3H), 4.25 (s, 2H), 4.76 (s, 2H), 7.02 (s, 1H), 7.17 (d, 2H), 7.28 (s, 1H), 7.37 (d, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07868008B2 |
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| Source dataset | uspto-grants-2011_01 |
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| ORD ID | ord-77a4e642a8c74c2f953895d088f9727a |
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| Source note | uspto-grants-2011_01 |
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