Sodium Hydroxide → 1,3-Dimethyl-2,3,9,10,11,12-hexahydro-1H-quino[4,3,2-ef][1,4]benzoxazepine

HRID 981932노트

반응식

HRID 981932 반응식
[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][CH:14]([CH3:30])[C:13]1=O)[CH2:23][CH2:22][CH2:21][CH2:20]3.[OH-].[Na+]>O1CCCC1.C(OCC)(=O)C>[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][CH:14]([CH3:30])[CH2:13]1)[CH2:23][CH2:22][CH2:21][CH2:20]3

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 537292451,3-dimethyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one

생성물 1

HCID 538317681,3-Dimethyl-2,3,9,10,11,12-hexahydro-1H-quino[4,3,2-ef][1,4]benzoxazepine수율 59%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

To a solution of lithium aluminum hydride in tetrahydrofuran (1M, 10.0 ml) and dry tetrahydrofuran (30 ml) was added aluminum chloride (1.86 g) in portions, with stirring. The reaction mixture was stirred for five mins and 1,3-dimethyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one (3.95 g) was added. After stirring for 30 min, ethyl acetate (200 ml) and 10% sodium hydroxide solution (200 ml) were added, and the organic layer was separated, dried over anhydrous magnesium sulfate and concentrated. Recrystallization of the residue from diethyl ether/pentane gave 2.2 g (59%) of product, mp 125°-126.5° C.

후처리

  1. stirringThe reaction mixture was stirred for five mins
  2. stirringAfter stirring for 30 min
  3. customthe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customRecrystallization of the residue from diethyl ether/pentane

출처 및 근거

ORD 기록
ord-26114fa7dfff41c0b74cb8c976499837
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04994452

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