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Acetone → (R)-3-(N-Isopropylamino)-5-methoxychroman
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetone | HCID 180 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 反応物 | (R)-5-methoxychroman-3-amine | HCID 10845076 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | (R)-3-(N-Isopropylamino)-5-methoxychroman | HCID 10489181 | — |
反応手順
(R)-3-Amino-5-methoxychroman (1.0 g; 6mmol) and acetone (2.5 g; 40 mmol) were mixed with methanol (820 ml), acetic acid (0.4 g; 6.6 mmol) and NaCNBH3 (1.2 g; 19 mmol), pH was adjusted to 6.0 with acetic acid. Stirring was continued at room temperature for 3 days. The mixture was evaporated and the residue was made alkaline and extracted with CH2Cl2. After drying (Na2SO4) and evaporation the title compound as base was transformed to the HCl-salt. Yield: 1.1 g (83%). Mp: 289° dec. [α]D25 =-29° (C=0.015; MeOH)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05420151 |
| 出典データセット | uspto-grants-1995_05 |
| ORD ID | ord-357e907a4aeb4e348d7d9c7ecfbd720e |
| 出典メモ | uspto-grants-1995_05 |