HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 86666501, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ethyl 2-chloro-6-(trifluoromethyl)isonicotinate | HCID 71433010 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86666501 | HCID 86666501 | — |
Reaction Steps
To a solution of ethyl 2-chloro-6-(trifluoromethyl)isonicotinate (0.200 g, 0.789 mmol, Anichem) in tetrahydrofuran (5 mL) at 0° C. was added 3.0M methylmagnesium bromide in diethyl ether (0.66 mL, 2.0 mmol). After 30 minutes, the reaction was quenched by the addition of saturated ammonium chloride solution and extracted with three portions of ethyl acetate. The combined extracts were dried over sodium sulfate, decanted and concentrated. Used without further purification in Step B. 1H NMR (300 MHz, CDCl3) δ 7.70 (d, J=1.4 Hz, 1H), 7.66-7.59 (m, 1H), 1.59 (s, 6H); 19F NMR (282 MHz, CDCl3) 5-68.30 (s); LCMS (M+H)+: 240.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933085B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-3818efb1b331407680cea25926ce6ea3 |
| Source note | uspto-grants-2015_01 |