Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 15065175 | HCID 15065175 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 15065176 | HCID 15065176 | — |
Reaction Steps
There was stirred, for 40 minutes at room temperature, a mixture of 170 mg of 3-benzyloxy-6-chloro-2-isobutyl-5-(2-tetrahydropyranyloxymethyl)pyrazine 1-oxide, 72 mg of tetrabutylammonium bromide, 1.5 ml of dry dimethylformamide, 230 μl of benzyl alcohol and 42.5 mg of 60% sodium hydride. The reaction mixture was stirred at room temperature for 40 minutes, diluted with diethyl ether, then the mixture was washed with water several times and dried over magnesium sulfate. The solvent was removed by evaporation, and the residue was purified by a silica gel thin layer chromatography (developing solvent: 10% by volume of ethyl acetatebenzene) to obtain 136 mg of 2,5-dibenzyloxy-6-isobutyl-3-(2-tetrahydropyranyloxymethyl)pyrazine 1-oxide (Compound B-14) as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05238938 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-ba5c153f78474f16a2809e002b219abd |
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| Source note | uspto-grants-1993_08 |
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