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1,6-Dioxaspiro[2.5]octane → Benzyl({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,6-Dioxaspiro[2.5]octane | HCID 160439 | — |
| 反応物 | Benzyl (piperidin-4-ylmethyl)carbamate | HCID 14809798 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | Benzyl({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)carbamate | HCID 59255048 | 49.4% |
反応手順
A mixture of benzyl (piperidin-4-ylmethyl)carbamate (7.77 g, 31.3 mmol, prepared according to Bose, D. Subhas et al., Tetrahedron Lett., 1990, 31, 6903) and 1,6-dioxaspiro[2.5]octane (4.29 g, 37.6 mmol, prepared according to Satyamurthy, Nagichettiar et al., Phosphorus Sulfur, 1984, 19, 113) in methanol (93 mL) was stirred at room temperature for 20 h. Then, the mixture was refluxed for 8 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol (v/v=20/1) to give 5.60 g (49%) of the title compound as colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08362038B2 |
| 出典データセット | uspto-grants-2013_01 |
| ORD ID | ord-b2612b5d28144a91bc773913dc8ae9b8 |
| 出典メモ | uspto-grants-2013_01 |