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

HRID 1763038ノート

反応式

HRID 1763038 の反応式
[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

参加物

4

反応物 2

HCID 13935127HCID 13935127、化合物HCID 21226445Aluminium lithium hydride2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d9541c710d9c4987a40fa2189c9bffb3
出典データセット
uspto-grants-1989_05
特許番号
US04835275

反応ノート

読み込み中…