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Water → 2,3,4,4a,6,7,11b,12,13,13a-decahydro-12-methyl-1H-dibenzo[a,f]-quinolizin-13-one

HRID 839509
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HRID 839509 반응식
Cl.[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][N:3]=1.[CH2:12]([C:14]([C:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=1)=[O:15])[CH3:13].O>C(O)C>[CH3:13][CH:12]1[CH:2]2[N:3]([CH2:4][CH2:5][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=32)[CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH:16]2[C:14]1=[O:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 5730111-Propanone, 1-(1-cyclohexen-1-yl)-HCID 204638553,4-Dihydroisoquinoline--hydrogen chloride (1/1)

생성물 1

HCID 203232972,3,4,4a,6,7,11b,12,13,13a-decahydro-12-methyl-1H-dibenzo[a,f]-quinolizin-13-one

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 16.75 g (0.1 mole) of 3,4dihydroisoquinoline hydrochloride and 28.0 g (0.2 mole) of 1-cyclohexen-1-yl ethyl ketone in 28 ml of ethanol is refluxed for 52 hours then poured into 300 ml of water and extracted with ether. The aqueous layer is separated and made basic by slowly adding ammonium hydroxide solution with stirring. Stirring is continued until a solid is formed after which the liquid is decanted. The solid is washed with water, dissolved in methylene chloride, dried over sodium sulfate and concentrated to an oil. The oil is dissolved in refluxing hexane, filtered and concentrated to a solid which is recrystallized from hexane-benzene to give 2,3,4,4a,6,7,11b,12,13,13a-decahydro-12-methyl-1H-dibenzo[a,f]-quinolizin-13-one, M.P. 144.5°-147.5° C.

후처리

  1. temperatureis refluxed for 52 hours
  2. extractionextracted with ether
  3. customThe aqueous layer is separated
  4. stirringStirring
  5. customis formed after which the liquid
  6. customis decanted
  7. washThe solid is washed with water
  8. dissolutiondissolved in methylene chloride
  9. dry with materialdried over sodium sulfate
  10. concentrationconcentrated to an oil
  11. dissolutionThe oil is dissolved
  12. temperaturein refluxing hexane
  13. filtrationfiltered
  14. concentrationconcentrated to a solid which
  15. customis recrystallized from hexane-benzene

출처 및 근거

ORD 기록
ord-544c783c23ba4fe59633072304e15a71
출처 데이터셋
uspto-grants-1978_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04096147

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