関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1,2-Dichloroethane | HCID 11 | — |
| 反応物 | tert-Butyl 3,4-dihydroxypiperidine-1-carboxylate | HCID 22929427 | — |
| 触媒 | Tetrabutylammonium Bromide | HCID 74236 | — |
| 溶媒 | Sodium Hydroxide | HCID 14798 | — |
| 生成物 | HCID 86729501 | HCID 86729501 | 75% |
反応手順
A mixture of tert-butyl 3,4-dihydroxypiperidine-1-carboxylate (300 mg, 1.38 mmol, 1 eq), 1,2-dichloroethane (6 mL) and TBAB (90 mg, 0.28 mmol, 0.2 eq) in 35% NaOH (10 mL) aqueous solution was heated at 55° C. for 72 h, then cooled to room temperature and extracted with CH2Cl2 (100 mL). The organic phase was washed with water (30 mL), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (20:1 (v/v) CH2Cl2/MeOH) to afford the title compound as pale yellow oil (250 mg, 75.00%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 244.2 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09181277B2 |
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| 出典データセット | uspto-grants-2015_11 |
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| ORD ID | ord-1119e5cd6b714aa79f5924927beffac5 |
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| 出典メモ | uspto-grants-2015_11 |
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