HCID 13935125, 화합물 → 1-Acridinol, 1,2,3,4-tetrahydro-9-(((3-methylphenyl)methyl)amino)-

HRID 1763036노트

반응식

HRID 1763036 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[CH2:5][NH:6][C:7]1[C:8]2[C:13]([N:14]=[C:15]3[C:20]=1[C:19](=[O:21])[CH2:18][CH2:17][CH2:16]3)=[CH:12][CH:11]=[CH:10][CH:9]=2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[CH2:5][NH:6][C:7]1[C:8]2[C:13]([N:14]=[C:15]3[C:20]=1[CH:19]([OH:21])[CH2:18][CH2:17][CH2:16]3)=[CH:12][CH:11]=[CH:10][CH:9]=2

참가 물질

4

반응물 2

HCID 13935125HCID 13935125, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 30256141-Acridinol, 1,2,3,4-tetrahydro-9-(((3-methylphenyl)methyl)amino)-

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

3,4-Dihydro-9-(3-methybenzylamino)acridin-1(2H)-one (3.70 g) was dissolved in 100 ml of dry THF and chilled in ice-water. 1M lithium aluminum hydride in THF (7.0 ml) was added and the reaction stirred 30 minutes in the cold. The reaction mixture was quenched by the sequential addition of 0.5 ml of water, 0.5 ml of 15% sodium hydroxide and 1.5 ml of water. The inorganic salts were filtered from the reaction mixture and the organic phase was evaporated to an oil. Trituration with ether gave a solid that was recrystallized from ethyl acetate/pentane to obtain 3.22 g, mp 133°-134° C.

후처리

  1. customThe reaction mixture was quenched by the sequential addition of 0.5 ml of water, 0.5 ml of 15% sodium hydroxide and 1.5 ml of water
  2. filtrationThe inorganic salts were filtered from the reaction mixture
  3. customthe organic phase was evaporated to an oil
  4. customTrituration with ether gave a solid
  5. customthat was recrystallized from ethyl acetate/pentane
  6. customto obtain 3.22 g, mp 133°-134° C.

출처 및 근거

ORD 기록
ord-344bbd35d7a3440f847c7581aa386055
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04835275

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