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

HRID 1864972ノート

反応式

HRID 1864972 の反応式
[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]

参加物

6

反応物 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 68765445HCID 68765445、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-fa5d29c7cdcc45b89f1bd4701f08b5dd
出典データセット
uspto-grants-2009_12
特許番号
US07625948B2

反応ノート

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