HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Carbonate → Methyl 2-(6-methoxypyridin-2-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Carbonate | HCID 12021 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 2-Methoxy-6-methylpyridine | HCID 5324773 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(6-methoxypyridin-2-yl)acetate | HCID 86719093 | — |
Reaction Steps
To the solution of LDA (18.3 mL, 36.5 mmol) in THF (120 mL) cooled to −78° C. was added 2-methoxy-6-methylpyridine (1.5 g, 12.2 mmol) in THF (15 mL) dropwise, and then the mixture was stirred at −78 degree for 2 h. Dimethyl carbonate (1.2 mL, 14.6 mmol) was added quickly and continued to stir at −78° C. for 15 min. The reaction was quenched by H2O at −78° C. The solution was extracted with ethyl acetate, dried over sodium sulfate and evaporated under reduced pressure. The residue was purified with a standard method to give desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029531B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-4d14ca8d2b144a41b5c2a8fa87c5c1be |
| Source note | uspto-grants-2015_05 |