HCID 13935127, 화합물 → 9-[(2-methoxyphenyl)methylamino]-1,2,3,4-tetrahydroacridin-1-ol

HRID 1763038노트

반응식

HRID 1763038 반응식
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][CH:23]=[CH:22][C:4]=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][O:2][C:3]1[CH:25]=[CH:24][CH:23]=[CH:22][C:4]=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 13935127HCID 13935127, 화합물HCID 21226445Aluminium lithium hydride2회

생성물 1

HCID 30256169-[(2-methoxyphenyl)methylamino]-1,2,3,4-tetrahydroacridin-1-ol수율 73.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

3,4-Dihydro-9-(2-methoxybenzylamino)acridin-1(2H)-one (4.0 g) was dissolved in 100 ml of dry THF and chilled in ice-water. 1M lithium aluminum hydride in THF (6.5 ml) was added through a syringe. The reaction mixture was stirred 30 minutes in the cold and then an additional 2.0 ml of 1M lithium aluminum hydride solution was added. 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 and the organic phase was evaporated to a gum. Trituration with ether gave a solid (2.95 g). Analytically pure material was obtained by recrystallization from ethyl acetate-pentate, mp 115°-117° C.

후처리

  1. additionwas added
  2. 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
  3. filtrationThe inorganic salts were filtered from the reaction
  4. customthe organic phase was evaporated to a gum

출처 및 근거

ORD 기록
ord-d9541c710d9c4987a40fa2189c9bffb3
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04835275

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