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Acetic Acid → 1-hydroxypropan-2-one O-tetrahydro-2H-pyran-2-yl oxime
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Hydroxyacetone | HCID 8299 | — |
| 反応物 | O-(Tetrahydropyran-2-yl)hydroxylamine | HCID 5142091 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 1-hydroxypropan-2-one O-tetrahydro-2H-pyran-2-yl oxime | HCID 86639785 | 77% |
反応手順
A mixture of 1-hydroxypropan-2-one (1 g, 13.5 mmol) and O-(tetrahydro-2H-pyran-2-yl)hydroxylamine (1.9 g, 16.2 mmol) in methanol (20 mL) and pyridine (7 mL) was treated with acetic acid (0.23 mL, 4 mmol) and stirred at room temperature for 12 hours. The mixture was then concentrated under reduced pressure. The residue was diluted with saturated sodium bicarbonate and extracted with ethyl acetate. The organic extract was concentrated and purified by chromatography (SiO2, eluted with EtOAc-hexane-2:1) to afford 1.8 g of the title compound. MS (DCI/NH3) m/z 174 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08846730B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-6038ac03e83941fcb32f3894dbb584ae |
| 出典メモ | uspto-grants-2014_09 |