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

HRID 981927ノート

反応式

HRID 981927 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[CH2:11]([N:14]1[C:20]2=[C:21]3[C:26](=[N:27][C:28]4=[CH:29][CH:30]=[CH:31][C:18](=[C:19]24)[O:17][CH2:16][C:15]1=O)[CH2:25][CH2:24][CH2:23][CH2:22]3)[CH2:12][CH3:13]>O1CCCC1>[CH2:11]([N:14]1[C:20]2=[C:21]3[C:26](=[N:27][C:28]4=[CH:29][CH:30]=[CH:31][C:18](=[C:19]24)[O:17][CH2:16][CH2:15]1)[CH2:25][CH2:24][CH2:23][CH2:22]3)[CH2:12][CH3:13]

参加物

5

反応物 3

HCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 53716832HCID 53716832、化合物

生成物 1

HCID 540056442,3,9,10,11,12-Hexahydro-1-propyl-1H-quino[4,3,2-ef][1,4]benzoxazepine収率 71.2%

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 (1.0M, 14.2 ml) and dry tetrahydrofuran (30 ml) was added aluminum chloride (1.89 g) in portions. The mixture was stirred for five mins, 1,3,9,10,11,12-hexahydro-1-propyl-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one (4.2 g) was added, and stirring was continued overnight. The reaction mixture was quenched with ethyl acetate (200 ml), 10% sodium hydroxide solution (200 ml) was added, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated. The residue was recrystallized from pentane/diethyl ether to yield 2.85 g (71%) of product, mp 74.5°-75.5° C.

後処理

  1. stirringstirring
  2. waitwas continued overnight
  3. customThe reaction mixture was quenched with ethyl acetate (200 ml), 10% sodium hydroxide solution (200 ml)
  4. additionwas added
  5. customthe organic layer was separated
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationthe filtrate was concentrated
  9. customThe residue was recrystallized from pentane/diethyl ether

出典と根拠

ORDレコード
ord-cdf201c870e24ed7829d494ddbb0d8bc
出典データセット
uspto-grants-1991_02
特許番号
US04994452

反応ノート

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