Ethanol → 1,3-Diethyl 2-[[[2-(4-amino-1H-indol-1-yl)acetyl]oxy]methyl]-2-phenylpropanedioate

HRID 1864972노트

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HRID 1864972 반응식
[CH2:1]([O:3][C:4](=[O:34])[C:5]([CH2:17][O:18][C:19](=[O:33])[CH2:20][N:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23]([N+]([O-])=O)=[CH:22]1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].C(O)C.O.[Cl-].[NH4+:40]>O1CCCC1>[CH2:9]([O:8][C:6](=[O:7])[C:5]([CH2:17][O:18][C:19](=[O:33])[CH2:20][N:21]1[C:29]2[C:24](=[C:25]([NH2:40])[CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22]1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:4]([O:3][CH2:1][CH3:2])=[O:34])[CH3:10]

참가 물질

6

반응물 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 68765445HCID 68765445, 화합물

생성물 1

HCID 576832531,3-Diethyl 2-[[[2-(4-amino-1H-indol-1-yl)acetyl]oxy]methyl]-2-phenylpropanedioate수율 99.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
100 °C

실험 절차

The 2-[2-(3-Nitroindol-1-yl)acetoxymethyl]-2-phenylmalonic acid diethyl ester (100 mg) obtained in Example 9c) was dissolved in tetrahydrofuran (2 mL), ethanol (4 mL) and water (1 mL), and to the solution were added ammonium chloride (57 mg) and reduced iron (60 mg). The mixture was stirred at 100° C. for 2 hours, cooled, and filtered through a Celite pad. The filtrate was concentrated and diluted with ethyl acetate. The extract was washed successively with saturated aqueous sodium bicarbonate, water and saturated brine, dried over sodium sulfate, and concentrated to give the title compound (93 mg).

후처리

  1. temperaturecooled
  2. filtrationfiltered through a Celite pad
  3. concentrationThe filtrate was concentrated
  4. additiondiluted with ethyl acetate
  5. washThe extract was washed successively with saturated aqueous sodium bicarbonate, water and saturated brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fa5d29c7cdcc45b89f1bd4701f08b5dd
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07625948B2

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