Methanesulfonic Acid → 3-(3-Benzyl-3H-imidazol-4-yl)-5-methoxy-6,7-dimethylindan-1-one

HRID 1017746

反応式

HRID 1017746 の反応式
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[CH2:11]([N:18]1[C:22]([CH:23]=[CH:24][C:25](O)=[O:26])=[CH:21][N:20]=[CH:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CS(O)(=O)=O.[OH-].[Na+]>O>[CH2:11]([N:18]1[C:22]([CH:23]2[C:5]3[C:6](=[C:7]([CH3:8])[C:2]([CH3:1])=[C:3]([O:9][CH3:10])[CH:4]=3)[C:25](=[O:26])[CH2:24]2)=[CH:21][N:20]=[CH:19]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

6

反応物 4

HCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 762692,3-DimethylanisoleHCID 537408633-(3-Benzyl-3h-imidazol-4-yl)-acrylic acid

生成物 1

HCID 184052653-(3-Benzyl-3H-imidazol-4-yl)-5-methoxy-6,7-dimethylindan-1-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
92.5 °C

実験手順

A mixture of 2,3-dimethylanisole (2.0 g), 3-(3-benzyl-3H-imidazol-4-yl)-acrylic acid (3.4 g) and methanesulfonic acid (60 ml) is heated at 90-95° C. for 45 minutes.The cooled reaction mixture is poured into water and is made alkaline with sodium hydroxide solution. The product is extracted into ethyl acetate which is washed with water, dried with sodium sulfate and evaporated in reduced pressure. The crude product is purified by flash chromatography by eluting with methylene chloride-methanol solution. The yield is 1.1 g.

後処理

  1. customThe cooled reaction mixture
  2. extractionThe product is extracted into ethyl acetate which
  3. washis washed with water
  4. dry with materialdried with sodium sulfate
  5. customevaporated in reduced pressure
  6. customThe crude product is purified by flash chromatography
  7. washby eluting with methylene chloride-methanol solution

出典と根拠

ORDレコード
ord-e34e6031fefc4ace83f6ad4169c2a52b
出典データセット
uspto-grants-2002_11
特許番号
US06479530B2

関連ノート

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