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Potassium Carbonate → 2-(2,2-Dimethyl-but-3-ynyloxy)-tetrahydro-pyran
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 2,2-Dimethyl-3-((tetrahydro-2H-pyran-2-yl)oxy)propanal | HCID 13276458 | — |
| 反応物 | (1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one | HCID 136023029 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 2-(2,2-Dimethyl-but-3-ynyloxy)-tetrahydro-pyran | HCID 58113925 | 48% |
反応手順
(1-Diazo-2-oxo-propyl)-phosphonic acid dimethyl ester (486 mg, 2.54 mmol) was added to a stirred suspension of 2,2-dimethyl-3-(tetrahydro-pyran-2-yloxy)-propionaldehyde (315 mg, 1.69 mmol) and K2CO3 (700 mg, 5.07 mmol) in methanol (20.0 mL) at room temperature. After overnight stirring, the reaction was diluted with diethyl ether, washed with sat. NaHCO3, brine, dried over Na2SO4 and concentrated to provide a crude oil. Purification by flash column chromatography on silica gel using 20% ethyl ether in hexanes provided 2-(2,2-dimethyl-but-3-ynyloxy)-tetrahydro-pyran (147 mg, 48%) as a pale liquid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08569302B2 |
| 出典データセット | uspto-grants-2013_10 |
| ORD ID | ord-ef3a1fddc06f400a958ecb6933a22cb7 |
| 出典メモ | uspto-grants-2013_10 |