Carbon Dioxide → N-[4-(1,3-Dioxo-indan-2-yl)-phenyl]-acetamide

HRID 1375083

反応式

HRID 1375083 の反応式
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(O[C:19](=O)[CH3:20])(=O)C.[C:22](=[O:24])=O>C(N(CC)CC)C>[O:24]=[C:22]1[C:19]2[C:20](=[CH:10][CH:5]=[CH:6][CH:7]=2)[C:12](=[O:14])[CH:11]1[C:8]1[CH:7]=[CH:6][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 280Carbon DioxideHCID 2018ActaritHCID 7918Acetic Anhydride

生成物 1

HCID 853463N-[4-(1,3-Dioxo-indan-2-yl)-phenyl]-acetamide

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

反応条件

温度
70 °C

実験手順

A mixture of (4-acetylamino-phenyl)-acetic acid (15 g, Reference Example 15) phthallic anhydride (15.8 g) and triethylamine (42.3 mL) was heated at 70° C. for 3 minutes then treated with acetic anhydride (105.8 mL). The mixture was heated on a steam bath at approximately 70° C. until evolution of carbon dioxide ceased. The resulting deep red solution was evaporated and the residue was treated with water (750 mL) then heated on a steam bath for 2 hours. The insoluble material was filtered, dried under vacuum and then subjected to chromatography on silica eluting with mixtures of dichloromethane and methanol (99:5 to 50:50, v/v) to give the title compound.

後処理

  1. customThe resulting deep red solution was evaporated
  2. additionthe residue was treated with water (750 mL)
  3. temperaturethen heated on a steam bath for 2 hours
  4. filtrationThe insoluble material was filtered
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-0c976903602b4d9caa779e87566012c1
出典データセット
uspto-grants-2007_01
特許番号
US07166616B2

関連ノート

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