反应详情

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).

1. washwashed with a saturated Na2CO3 solution and brine
2. customThe residue obtained
3. customafter evaporation of CH2Cl2
4. dissolutionwas dissolved in 25 mL of EtOH
5. additiontreated with 1.2 mL of hydrazine hydrate overnight
6. filtrationThe reaction mixture was then filtered
7. customevaporated