반응 #1990

반응 방정식

compound

(1-benzyl-pyrroldin-3-yl)-cyclopropyl-methanone

ammonium acetate

NaBH3CN

→

title compound

1-(1-benzyl-pyrroldin-3-yl)-1-cyclopropyl-methylamine

용매

methanol

반응 조건

후처리

1. 1
   workup.ADDITION1.2 g of 4 Å molecular sieves were added
2. 2
   여과The mixture was filtered
3. 3
   세척the sieves washed with methanol
4. 4
   세척the wash
5. 5
   농축concentrated
6. 6
   workup.DISSOLUTIONThe residue was dissolved in 100 mL of methylene chloride
7. 7
   workup.ADDITION30 mL of 15% NaOH was added
8. 8
   세척The organic phase and a second wash of the aqueous phase
9. 9
   세척washed with water and brine
10. 10
    건조dried over MgSO4
11. 11
    기타The solvent was removed
12. 12
    기타the residue was chromatographed on silica gel

실험 절차

A 1 g sample of the compound from step 470b, 3.37 g of ammonium acetate and 274 mg of NaBH3CN were dissolved in 15 mL of methanol, 1.2 g of 4 Å molecular sieves were added, and the mixture was stirred at room temperature under N2 for 16 hours. The mixture was filtered, the sieves washed with methanol, the wash and filtrate combined, and concentrated. The residue was dissolved in 100 mL of methylene chloride, and 30 mL of 15% NaOH was added. The organic phase and a second wash of the aqueous phase were combined and washed with water and brine, then dried over MgSO4. The solvent was removed, and the residue was chromatographed on silica gel to give 460 mg of the title compound.

출처