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Benzyl Bromide → N-Ethylcarbamate 5-benzyloxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

HRID 1517713
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HRID 1517713 반응식
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:15]([NH:17][C:18](=[O:20])[O-:19])[CH3:16].[OH:21][C:22]1[CH:23]=[CH:24][C:25]2[CH:26]([CH3:34])[CH:27]3[CH2:31][NH:30][CH2:29][CH:28]3[C:32]=2[CH:33]=1>CC#N>[CH2:15]([NH:17][C:18](=[O:19])[O-:20])[CH3:16].[CH2:1]([O:21][C:22]1[CH:23]=[CH:24][C:25]2[CH:26]([CH3:34])[CH:27]3[CH2:31][NH:30][CH2:29][CH:28]3[C:32]=2[CH:33]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

5

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HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 86602864N-Ethylcarbamate 5-hydroxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

생성물 1

HCID 86602867N-Ethylcarbamate 5-benzyloxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

Benzyl bromide (15 μL, 0.12 mmol) and K2CO3 (70 mg, 0.5 mmol) were added to a solution of N-ethylcarbamate-5-hydroxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (26 mg, 0.1 mmol) in CH3CN (2 mL). The resulting mixture was stirred overnight at 80° C. The reaction was cooled to room temperature, concentrated by rotary evaporation and taken up in H2O (2.5 mL). The product was extracted with ethyl acetate (3×5 mL). The combined organic extracts were dried over MgSO4 and concentrated to afford the subtitle compound, which was used without further purification. MS calculated for C22H25NO3+H: 352, observed: 352.

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. concentrationconcentrated by rotary evaporation
  3. extractionThe product was extracted with ethyl acetate (3×5 mL)
  4. dry with materialThe combined organic extracts were dried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8a7b088b94654a618684671d1f3c42af
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08232311B2

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