Hydrochloric Acid → HCID 19085491, 화합물

HRID 962449

반응식

HRID 962449 반응식
C([Li])CCC.[Br-].[CH3:7][N:8]([CH3:30])[CH2:9][CH2:10][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[O:31]([CH2:38][CH2:39][CH2:40][N:41]1[CH2:46][CH2:45][C:44](=O)[CH2:43][CH2:42]1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.[ClH:48]>C1COCC1.CCOCC.[Pd]>[ClH:48].[ClH:48].[CH3:7][N:8]([CH3:30])[CH2:9][CH2:10][CH:44]1[CH2:45][CH2:46][N:41]([CH2:40][CH2:39][CH2:38][O:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:42][CH2:43]1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 2724136(2-(Dimethylamino)ethyl)triphenylphosphonium bromideHCID 180022221-(3-Phenoxypropyl)piperidin-4-oneHCID 178418339Butyllithium

생성물 1

HCID 19085491HCID 19085491, 화합물

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

In a similar manner to Example 28, n-butyllithium (25.2 ml, 2.5M solution in hexanes) was added to a suspension of (2-dimethylaminoethyl)triphenylphosphonium bromide (28.7 g) in dry THF (200 ml). This mixture was then treated with a solution of 1-(3-phenoxypropyl)-4-piperidone (14.7 g) in THF (20 ml). The oil obtained after work up (6.24 g) was hydrogenated in IMS at 1 atmosphere over 10% palladium charcoal over 16 hours. The catalyst was removed by filtration. The filtrate was evaporated and the residue was dissolved in petroleum ether, b.p. 60°-80° C. The solution was dried and evaporated to give an oil which was dissolved in ether and acidified with ethereal hydrogen chloride to yield a precipitate. The precipitate was collected by filtration and recrystallised from IMS to give 4-(2-dimethylaminoethyl)-1-(3-phenoxypropyl)piperidine dihydrochloride, m.p. 294°-295° C.

후처리

  1. customThe oil obtained after work up (6.24 g)
  2. customThe catalyst was removed by filtration
  3. customThe filtrate was evaporated
  4. dissolutionthe residue was dissolved in petroleum ether
  5. customThe solution was dried
  6. customevaporated
  7. customto give an oil which
  8. customto yield a precipitate
  9. filtrationThe precipitate was collected by filtration
  10. customrecrystallised from IMS

출처 및 근거

ORD 기록
ord-4b8dc02404704dde86b51b67f074d2ad
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05760035

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