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

HRID 1195779노트

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HRID 1195779 반응식
[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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ca09e8cc3a964b77acf4cb0fb4626573
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05112829

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