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Ammonium Chloride → 5-Benzyloxy-2-(4-benzyloxyphenyl)isoindoline

HRID 853799
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HRID 853799 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([O:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[C:20](=O)[N:19]([C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:27][CH:26]=1)[C:18]2=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[Cl-].[NH4+]>C1COCC1>[CH2:7]([O:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[CH2:20][N:19]([C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:27][CH:26]=1)[CH2:18]2)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 694715505-Benzyloxy-2-(4-benzyloxyphenyl)isoindoline-1,3-dione

생성물 1

HCID 694728565-Benzyloxy-2-(4-benzyloxyphenyl)isoindoline수율 98.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred suspension containing LiAlH4 (0.133 g) in THF (10 mL) under nitrogen atmosphere was added 5-benzyloxy-2-(4-benzyloxyphenyl)isoindoline-1,3-dione (0.435 g) in THF (15 mL) dropwise. The reaction was stirred at room temperature for 30 min, poured into cold, saturated ammonium chloride (100 mL) and extracted with ethyl acetate (2×75 mL). The organic layer was washed with brine and dried over MgSO4. After evaporation of the solvent, the residue was dried under high vacuum yielding the title compound (0.4 g) as a brown solid. 1H NMR (DMSO-d6): 7.45-7.31 (m, 13H), 6.70 (d, 2H, J=8.5 Hz), 6.51 (d, 2H, J=8.5 Hz), 5.12 (m, 4H), 4.41 (m, 4H); MS: 408 (MH+).

후처리

  1. extractionextracted with ethyl acetate (2×75 mL)
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. customAfter evaporation of the solvent
  5. customthe residue was dried under high vacuum

출처 및 근거

ORD 기록
ord-31f4755fda8c45eda2ba0e2f03d3f9a1
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07256201B2

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