반응 #164109

반응 방정식

NaOH

title compound

8-phenyl-1,4-dioxa-spiro[4.5]decane-8-carbonitrile

LiAlH4

water

water

→

C-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-methylamine

용매

THF

THF

THF

THF

반응 조건

후처리

1. 1
   온도with reflux
2. 2
   온도After the reaction mixture had cooled
3. 3
   workup.ADDITIONwas added in drops with ice cooling
4. 4
   workup.STIRRINGsubsequently stirred for 10 min
5. 5
   workup.ADDITIONwas then added again
6. 6
   기타The precipitate formed
7. 7
   여과was filtered over diatomaceous earth
8. 8
   기타the solvent removed in a vacuum

실험 절차

A solution of the title compound of step 3 (10.0 g, 41.1 mmol) in dry THF (70 mL) was slowly added to a mixture of LiAlH4 (1.87 g, 49.3 mmol) in dry THF (25 mL) in a protective gas. The mixture was then stirred for 3 h with reflux. After the reaction mixture had cooled, a solution of water (1.87 mL, 104 mmol) diluted with a little THF was added in drops with ice cooling and subsequently stirred for 10 min. 15% aqueous NaOH (1.87 mL, 8.17 mmol) diluted with a little THF was then added in drops and water (5.6 mL) was then added again. The precipitate formed was filtered over diatomaceous earth and the solvent removed in a vacuum. The amine remained as residue.

출처