HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 15065177, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 15065176 | HCID 15065176 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 15065177 | HCID 15065177 | 91.5% |
Reaction Steps
There was stirred, for 1 hour at room temperature, a mixture of 55 μl of methanol, 11 mg of 60% sodium hydride, 22 mg of tetra-n-butylammonium bromide, 50 μl of dimethylformamide and 65 mg of 2,5-dibenzyloxy-6-isobutyl-3-(2-tetrahydropyranyloxymethyl)pyrazine 1-oxide (Compound B-14). The reaction mixture was mixed with diethyl ether. The mixture was washed with water several times and dried with magnesium sulfate, then the solvent was removed by evaporation. The residue was purified by silica gel thin layer chromatography (developing solvent: 30 volume % ethyl acetate-n-hexane) to obtain 50 mg of 3-benzyloxy-2-isobutyl-6-methoxy-5-(2-tetrahydropyranyloxymethyl)pyrazine 1-oxide (Compound B-15) as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05238938 |
| Source dataset | uspto-grants-1993_08 |
| ORD ID | ord-837c54dc4bdb4726ac0ba3cef3498f64 |
| Source note | uspto-grants-1993_08 |