HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 57158131, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | ethyl-(2R)-methyl-(3S)-hydroxybutanoate | HCID 642623 | — |
| Reactant | Methyl iodate | HCID 13203471 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57158131 | HCID 57158131 | 76.4% |
Reaction Steps
Ethyl (2R, 3S)-3-hydroxy-2-methylbutyrate (8.20 g) and methyl iodate (78.0 g) were dissolved in N,N-dimethylformamide (150 ml). To this solution was added sodium hydride (about 60% in oil, 2.46 g) little by little with ice cooling and the mixture was stirred for 1 hour with ice cooling. The reaction mixture was poured into ethyl acetate (300 ml) and the mixture was stirred for 10 minutes. Insoluble materials were filtered off and the filtrate was washed 3 times with water. The organic layer was dried, concentrated and distilled under reduced pressure (b.p. 80° C./30 mmHg) to obtain ethyl (2R, 3S)-3-methoxy-2-methylbutyrate (6.87 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05232853 |
| Source dataset | uspto-grants-1993_08 |
| ORD ID | ord-e9b8d2372f61430f882f6799184a0467 |
| Source note | uspto-grants-1993_08 |