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

HRID 981924ノート

反応式

HRID 981924 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[CH3:11][N:12]1[C:18]2=[C:19]3[C:24](=[N:25][C:26]4=[CH:27][CH:28]=[CH:29][C:16](=[C:17]24)[O:15][CH2:14][C:13]1=O)[CH2:23][CH2:22][CH2:21][CH2:20]3>O1CCCC1>[CH3:11][N:12]1[C:18]2=[C:19]3[C:24](=[N:25][C:26]4=[CH:27][CH:28]=[CH:29][C:16](=[C:17]24)[O:15][CH2:14][CH2:13]1)[CH2:23][CH2:22][CH2:21][CH2:20]3

参加物

5

反応物 3

HCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 53993904HCID 53993904、化合物

生成物 1

HCID 538157592,3,9,10,11,12-Hexahydro-1-methyl-1H-quino-[4,3,2-ef][1,4]benzoxazepine収率 89.8%

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, 15.82 ml) and dry tetrahydrofuran (32 ml) was added aluminum chloride (2.10 g) in portions. The mixture was stirred for five mins, 1,3,9,10,11,12-hexahydro-1-methyl-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one (4.24 g) was added and the mixture was stirred at room temperature overnight. The reaction mixture was quenched with ethyl acetate (150 ml), 10% sodium hydroxide solution was added, and the organic layer was separated. The organic layer was washed wit brine, dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was adhered to silica (methanol) and flash chromatographed (30-50% ethyl acetate/Hexane) to yield 3.61 g (89.6%) of product, mp 97°-98° C.

後処理

  1. stirringthe mixture was stirred at room temperature overnight
  2. customThe reaction mixture was quenched with ethyl acetate (150 ml), 10% sodium hydroxide solution
  3. additionwas added
  4. customthe organic layer was separated
  5. washThe organic layer was washed wit brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customchromatographed (30-50% ethyl acetate/Hexane)

出典と根拠

ORDレコード
ord-94fe0a35152d482ead283c5def26da81
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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