Ethyl Bromide → HCID 54552365, 화합물

HRID 981925노트

반응식

HRID 981925 반응식
[NH:1]1[C:7]2=[C:8]3[C:13](=[N:14][C:15]4=[CH:16][CH:17]=[CH:18][C:5](=[C:6]24)[O:4][CH2:3][C:2]1=[O:19])[CH2:12][CH2:11][CH2:10][CH2:9]3.[CH3:20][C:21](C)([O-])C.[K+].BrCC>O1CCCC1>[CH2:20]([N:1]1[C:7]2=[C:8]3[C:13](=[N:14][C:15]4=[CH:16][CH:17]=[CH:18][C:5](=[C:6]24)[O:4][CH2:3][C:2]1=[O:19])[CH2:12][CH2:11][CH2:10][CH2:9]3)[CH3:21]

참가 물질

5

반응물 3

HCID 6332Ethyl BromideHCID 9795016HCID 9795016, 화합물HCID 23665647Potassium tert-butoxide

생성물 1

HCID 54552365HCID 54552365, 화합물수율 82%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To suspension of 1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one (5.0 g) in dry tetrahydrofuran (110 ml) was added potassium tert-butoxide (2.65 g). The mixture was stirred for 20 mins, bromoethane (5.88 ml) was added, and the reaction mixture was refluxed for 6.5 hrs. The reaction mixture was concentrated, diluted with saturated potassium carbonate solution, and extracted with ethyl acetate. The organic extractions were dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was adhered to silica and flash chromatographed (20% ethyl acetate/hexane) to yield 4.53 g (82%) of 1-ethyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one.

후처리

  1. temperaturethe reaction mixture was refluxed for 6.5 hrs
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with saturated potassium carbonate solution
  4. extractionextracted with ethyl acetate
  5. extractionThe organic extractions
  6. dry with materialwere dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customchromatographed (20% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-8e79489665774a85b22d7f92cf37653f
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04994452

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