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Benzyl Bromide → HCID 53995652, 화합물

HRID 1195788
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HRID 1195788 반응식
[CH2:1]([CH:3]1[CH2:9][NH:8][C:7]2=[C:10]3[C:15](=[N:16][C:17]4=[CH:18][CH:19]=[CH:20][C:5](=[C:6]24)[O:4]1)[CH2:14][CH2:13][CH2:12][CH2:11]3)[CH3:2].CC(C)([O-:24])C.[K+].[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>O1CCCC1>[CH2:27]([N:8]1[C:7]2=[C:10]3[C:15](=[N:16][C:17]4=[CH:18][CH:19]=[CH:20][C:5](=[C:6]24)[O:4][CH:3]([CH2:1][CH3:2])[C:9]1=[O:24])[CH2:14][CH2:13][CH2:12][CH2:11]3)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 23665647Potassium tert-butoxideHCID 54017563HCID 54017563, 화합물

생성물 1

HCID 53995652HCID 53995652, 화합물수율 71%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-ethyl-2,3,9,10,11,12-hexahydro-1H-quino[4,3,2-ef][1,4]benzoxazepine (5.0 g) in dry tetrahydrofuran (150 ml) was added potassium t-butoxide (3.0 g). The mixture was stirred for 15 mins, benzyl bromide (3.16 ml) was added, and the reaction mixture was stirred at room temperature overnight. The reaction mixture was heated at reflux for 1.5 hrs, allowed to cool, concentrated and diluted with saturated sodium bicarbonate solution (250 ml). The mixture was extracted twice with ethyl acetate (250 ml), and the organic extracts were dried over anhydrous magnesium sulfate, filtered, and concentrated. Trituration of the residue first with pentane and then diethyl ether, gave 4.65 g (71%) of 1-benzyl-3-ethyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one.

후처리

  1. stirringthe reaction mixture was stirred at room temperature overnight
  2. temperatureThe reaction mixture was heated
  3. temperatureat reflux for 1.5 hrs
  4. temperatureto cool
  5. concentrationconcentrated
  6. additiondiluted with saturated sodium bicarbonate solution (250 ml)
  7. extractionThe mixture was extracted twice with ethyl acetate (250 ml)
  8. dry with materialthe organic extracts were dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7a75203a8ead45e4ac7499dafcaac4d4
출처 데이터셋
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05112829

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