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Methanol → 4-t-Butoxy-2,3,6-trifluoro-5-methoxypyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Diethyl azodicarboxylate | HCID 5462977 | — |
| 反応物 | 4-t-Butoxy-2,3,6-trifluoro-5-hydroxypyridine | HCID 10656587 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-t-Butoxy-2,3,6-trifluoro-5-methoxypyridine | HCID 10489910 | 85.7% |
反応手順
To a solution of 237 mg (1.07 mmol) of 4-t-butoxy-2,3,6-trifluoro-5-hydroxypyridine, from step 275a above, in 3 mL of anhydrous THF was added 335 mg (1.277 mmol) of triphenyl phosphine and 0.060 mL (1.48 mmol) of methanol. To this solution was added 0.200 mL (1.270 mmol) of DEAD dropwise at room temperature. The reaction was complete in 10 min, so the solvents were removed under vacuum and the residue was purified by flash chromatography on silica gel, eluting with 1:16 ethyl acetate:hexane to give 215.6 mg of the title product as a colorless liquid after removal of the solvent.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05726182 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-60ba32da8a3a420db576adcfd7bcef8c |
| 出典メモ | uspto-grants-1998_03 |