반응 #5792

반응 방정식

hydrogen

water

(±)-cis-9-(cyanomethyl)-6,10-dioxaspiro[4.5]decane-7-acetic acid

ammonia

→

(±)-cis-9-(2-aminoethyl)-6,10-dioxaspiro[4.5]decane-7-acetic acid

수율 47.2%

용매

methanol

반응 조건

후처리

1. 1
   온도The suspension is cooled
2. 2
   여과filtered
3. 3
   기타to remove the Raney nickel
4. 4
   여과through filter aid
5. 5
   세척the precipitate is washed with methanol
6. 6
   농축The filtrate is concentrated at reduced pressure
7. 7
   workup.DISSOLUTIONThe residue is dissolved in methanol saturated with anhydrous ammonia
8. 8
   workup.ADDITIONtreated with decolorizing charcoal
9. 9
   여과filtered
10. 10
    여과through filter aid
11. 11
    기타evaporated

실험 절차

A solution of 1.17 g (4.88 mmol) of (±)-cis-9-(cyanomethyl)-6,10-dioxaspiro[4.5]decane-7-acetic acid in 100 mL of methanol saturated with anhydrous ammonia is added to a Parr shaker bottle containing 0.53 g of water wet Raney nickel #30. The solution is heated at 45° C. and 50 pounds per square inch gage (psig) hydrogen pressure for 17 hours. The suspension is cooled and filtered to remove the Raney nickel through filter aid and the precipitate is washed with methanol. The filtrate is concentrated at reduced pressure. The residue is dissolved in methanol saturated with anhydrous ammonia treated with decolorizing charcoal, filtered through filter aid and evaporated to give 0.56 g of (±)-cis-9-(2-aminoethyl)-6,10-dioxaspiro[4.5]decane-7-acetic acid.

출처