反应详情

温度

70 °C

To a solution of compound 4-iodophenylhydrazine (1 equiv.) in 1,4-dioxane (50 mL) is added conc. sulfuric acid, followed by dropwise addition of 1-methyl-4-piperidone (1 equiv.) at RT. The reaction mixture is heated at 70° C. for 90 min., evaporated, diluted with water and the pH is adjusted to 12 with 40 mL of 15% aq. KOH solution. The reaction mixture is extracted with EtOAc, followed by brine wash, dried over sodium sulfate and evaporated under vacuum. The crude product is column purified over 230-400 silica gel using a gradient of 0-5% of MeOH in EtOAc. Note 1: The reaction temperature should be 70° C. Higher temperature results in the de-iodo carboline.

1. customevaporated
2. additiondiluted with water
3. extractionThe reaction mixture is extracted with EtOAc
4. washwash
5. dry with materialdried over sodium sulfate
6. customevaporated under vacuum
7. custompurified over 230-400 silica gel using a gradient of 0-5% of MeOH in EtOAc
8. customshould be 70° C
9. customHigher temperature results in the de-iodo carboline