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Ammonium Chloride → 5-Benzyloxy-2-(4-benzyloxyphenyl)-3-ethyl-3-hydroxyisoindolin-1-one

HRID 853801
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HRID 853801 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[C:14](=[O:18])[N:13]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:21][CH:20]=1)[C:12]2=[O:33])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:34]([Mg]Br)[CH3:35].[Cl-].[NH4+]>C1COCC1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[C:14](=[O:18])[N:13]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)=[CH:21][CH:20]=1)[C:12]2([CH2:34][CH3:35])[OH:33])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 694715505-Benzyloxy-2-(4-benzyloxyphenyl)isoindoline-1,3-dioneHCID 178418443HCID 178418443, 화합물

생성물 1

HCID 694720885-Benzyloxy-2-(4-benzyloxyphenyl)-3-ethyl-3-hydroxyisoindolin-1-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
3 °C

실험 절차

To a cooled (3° C.) solution containing 5-benzyloxy-2-(4-benzyloxyphenyl)-isoindoline-1,3-dione (870 mg) in THF (25 mL) under nitrogen atmosphere was added ethylmagnesium bromide (4 mL, 3M solution in THF) dropwise. The mixture was stirred at 3° C. for 15 min then allowed to warm to room temperature for 2 h. The mixture was cooled, poured into saturated ammonium chloride and extracted with ethyl acetate. The organic layer was washed with brine. Evaporation of the solvent yielded the title compound (900 mg) as a tan solid. MS: 466 (MH+).

후처리

  1. temperatureto warm to room temperature for 2 h
  2. temperatureThe mixture was cooled
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-694bf047133046ddb5461eb3110a395e
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07256201B2

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