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

HRID 981927노트

반응식

HRID 981927 반응식
[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]

참가 물질

5

반응물 3

HCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 53716832HCID 53716832, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cdf201c870e24ed7829d494ddbb0d8bc
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04994452

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