Ethanol → C-(6-Phenoxy-benzofuran-2-yl)-methylamine

HRID 1171211ノート

反応式

HRID 1171211 の反応式
C(O)C.[O:4]([C:11]1[CH:31]=[CH:30][C:14]2[CH:15]=[C:16]([CH2:18][N:19]3C(=O)C4C(=CC=CC=4)C3=O)[O:17][C:13]=2[CH:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.O.NN>O>[O:4]([C:11]1[CH:31]=[CH:30][C:14]2[CH:15]=[C:16]([CH2:18][NH2:19])[O:17][C:13]=2[CH:12]=1)[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 576082842-(6-Phenoxy-benzofuran-2-ylmethyl)-isoindole-1,3-dione

生成物 1

HCID 57608283C-(6-Phenoxy-benzofuran-2-yl)-methylamine収率 68%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To an ethanol (5 mL) solution of 2-(6-phenoxy-benzofuran-2-ylmethyl)-isoindole-1,3-dione (209 mg, 566 μmol) described in Production Example 49-1-3 was added hydrazine hydrate (549 μL, 11.3 mmol) at room temperature, which was stirred for 1 hour while heating under reflux. Water was added to the reaction solution at room temperature followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under a reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:1) to obtain the title compound (92 mg, 68%) as a colorless oil.

後処理

  1. temperaturewhile heating
  2. temperatureunder reflux
  3. extractionfollowed by extraction with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure
  7. customthe residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:1)

出典と根拠

ORDレコード
ord-7021c0f8a9bd451380fcc00581f585a4
出典データセット
uspto-grants-2010_11
特許番号
US07829585B2

反応ノート

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