Ammonia → (1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine

HRID 341943

반응식

HRID 341943 반응식
[CH3:1][N:2]1[CH:7]2[CH2:8][CH2:9][CH2:10][CH:3]1[CH2:4][C:5](=[N:11]O)[CH2:6]2.N>CO>[CH3:1][N:2]1[C@@H:7]2[CH2:6][CH:5]([NH2:11])[CH2:4][C@H:3]1[CH2:10][CH2:9][CH2:8]2

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 32191339-Methyl-9-azabicyclo[3.3.1]nonan-3-one oxime

생성물 1

HCID 11008150(1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine수율 93%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 9-methyl-9-azabicyclo[3.3.1]nonan-3-one oxime (10 g, 0.06 moles) in methanol (70 ml) and 0.88 ammonia; (36 ml; 10.0 equivs) was hydrogenated at 50° C. and 50 psi (344.8 kPa)/H2 for 16 hrs using 5% Rhodium on carbon paste (1 g dry weight). The reaction mixture was cooled to room temperature and filtered to remove catalyst. The catalyst bed was washed with methanol and the methanolic solution was then evaporated under reduced pressure to give the title compound as an oil (8.6 g, 93% weight recovery) which solidified to a waxy solid on standing (8.6 g, 93%).

후처리

  1. customwas hydrogenated at 50° C.
  2. dry with material5% Rhodium on carbon paste (1 g dry weight)
  3. filtrationfiltered
  4. customto remove catalyst
  5. washThe catalyst bed was washed with methanol
  6. customthe methanolic solution was then evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-cc0d3a87311340899db2f5ecccf0561d
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05856489

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