Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 86602930 | HCID 86602930 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86602929 | HCID 86602929 | 47% |
Reaction Steps
The compound (516 mg, 0.42 mmol) synthesized in Example 6 (6i) was dissolved in methanol (6 mL) and toluene (6 mL) and sodium methoxide (221 μL, 1.15 mmol) was added thereto, followed by stirring of the mixture at 50° C. for 40 minutes. After cooling to room temperature, Dowex 50W×8 was added thereto until the reaction mixture became neutral and it was filtered, followed by distilling off of the solvent under reduced pressure. The residue was purified using silica gel flash column chromatography (hexane:diethyl ether, 1.5:1-1:1, v/v) to obtain the desired title compound (173 mg, yield 47%) as colorless amorphous matter.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07361744B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-9b4b5b466571490a86c42ee5234e7aa5 |
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| Source note | uspto-grants-2008_04 |
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