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Phthalylglycine aldehyde → N-(2-Aminoethyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phthalylglycine aldehyde | HCID 76201 | — |
| 反応物 | 7,8-Dimethoxy-1,2,3,4-tetrahydroisoquinoline | HCID 179606 | — |
| 反応物 | Sodium Acetate | HCID 517045 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-(2-Aminoethyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline | HCID 15884736 | 100% |
反応手順
To a solution of 7,8dimethoxy-1,2,3,4-tetrahydroisoquinoline (421 mg, 2.2 mmol), 2-phthalimidoacetaldehyde (410 mg, 2.2 mmol) and NaOAc (180 mg, 2.2 mmol) in 27 mL of CH2Cl2 was added 690 mg (3.25 mmol) of NaBH(OAc)3 in small portions. After stirring 1 hour at room temperature, the reaction mixture was diluted with CH2Cl2 and washed with a saturated Na2CO3 solution and brine. The residue obtained after evaporation of CH2Cl2 was dissolved in 25 mL of EtOH and treated with 1.2 mL of hydrazine hydrate overnight. The reaction mixture was then filtered and evaporated to give 510 mg (100%) of the title compound; MS m/e 327 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06300316B1 |
| 出典データセット | uspto-grants-2001_10 |
| ORD ID | ord-d1c0c9b4ab2b45c485c159650512548b |
| 出典メモ | uspto-grants-2001_10 |