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HCID 13935123, 화합물 → 9-(Benzylimino)-6-chloro-1,2,3,4,9,10-hexahydroacridin-1-ol

HRID 580726
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HRID 580726 반응식
[CH2:1]([NH:8][C:9]1[C:10]2[C:15]([N:16]=[C:17]3[C:22]=1[C:21](=[O:23])[CH2:20][CH2:19][CH2:18]3)=[CH:14][C:13]([Cl:24])=[CH:12][CH:11]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH2:1]([NH:8][C:9]1[C:10]2[C:15]([N:16]=[C:17]3[C:22]=1[CH:21]([OH:23])[CH2:20][CH2:19][CH2:18]3)=[CH:14][C:13]([Cl:24])=[CH:12][CH:11]=2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

4

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HCID 13935123HCID 13935123, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 30256119-(Benzylimino)-6-chloro-1,2,3,4,9,10-hexahydroacridin-1-ol수율 73.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
10 °C

실험 절차

In 100 ml of dry THF was added 2.90 g of 9-benzylamino-6-chloro-3,4-dihydroacridin-1(2H)-one. The mechanically stirred solution was cooled with ice under nitrogen and 4.3 ml of 1M lithium aluminum hydride solution in THF was added dropwise over 10 minutes. After 1 hour of stirring at 10° C., the reaction was complete by TLC, so it was quenched with 1 ml of saturated ammonium chloride solution. The inorganic salts were filtered off and the filtrate was evaporated to a solid. The solid was recrystallized from 1:1 dichloromethane/pentane to yield 2.14 g of solid, mp 163° C.

후처리

  1. temperatureThe mechanically stirred solution was cooled with ice under nitrogen
  2. customwas quenched with 1 ml of saturated ammonium chloride solution
  3. filtrationThe inorganic salts were filtered off
  4. customthe filtrate was evaporated to a solid
  5. customThe solid was recrystallized from 1:1 dichloromethane/pentane

출처 및 근거

ORD 기록
ord-74916de5ad42463ab95f80d0204bdf68
출처 데이터셋
uspto-grants-1988_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04754050

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