Aluminum(III) Chloride → 1-Ethyl-2,3,9,10,11,12-hexahydro-3-methyl-1H-quino[4,3,2-ef][1,4]benzoxazepine

HRID 1195779ノート

反応式

HRID 1195779 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[CH2:11]([N:13]1[C:19]2=[C:20]3[C:25](=[N:26][C:27]4=[CH:28][CH:29]=[CH:30][C:17](=[C:18]24)[O:16][CH:15]([CH3:31])[C:14]1=O)[CH2:24][CH2:23][CH2:22][CH2:21]3)[CH3:12]>O1CCCC1>[CH2:11]([N:13]1[C:19]2=[C:20]3[C:25](=[N:26][C:27]4=[CH:28][CH:29]=[CH:30][C:17](=[C:18]24)[O:16][CH:15]([CH3:31])[CH2:14]1)[CH2:24][CH2:23][CH2:22][CH2:21]3)[CH3:12]

参加物

5

反応物 3

HCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 543766401-ethyl-3-methyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one

生成物 1

HCID 542404261-Ethyl-2,3,9,10,11,12-hexahydro-3-methyl-1H-quino[4,3,2-ef][1,4]benzoxazepine収率 54.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of lithium aluminum hydride in tetrahydrofuran (1M, 14.22 ml) and dry tetrahydrofuran (30 ml) was added aluminum chloride (1.90 g) in portions, with stirring. After five mins, 1-ethyl-3-methyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one (4.21 g) was added and stirring was continued for 0.5 hr. The reaction mixture was quenched with ethyl acetate (200 ml) and 10% sodium hydroxide solution (200 ml). The organic layer was separated, dried over anhydrous magnesium sulfate, filtered, and concentrated. Recrystallized of the residue from diethyl ether/pentane gave 2.17 g (54%) of product, mp 101°-103° C.

後処理

  1. stirringstirring
  2. waitwas continued for 0.5 hr
  3. customThe reaction mixture was quenched with ethyl acetate (200 ml) and 10% sodium hydroxide solution (200 ml)
  4. customThe organic layer was separated
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customRecrystallized of the residue from diethyl ether/pentane

出典と根拠

ORDレコード
ord-ca09e8cc3a964b77acf4cb0fb4626573
出典データセット
uspto-grants-1992_05
特許番号
US05112829

反応ノート

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