Dimethylformamide → Benzyl (2-methyl-1H-indol-3-yl)acetate

HRID 720526ノート

反応式

HRID 720526 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.CN(C)C=O.[CH3:20][C:21]1[NH:22][C:23]2[C:28]([C:29]=1[CH2:30][C:31]([OH:33])=[O:32])=[CH:27][CH:26]=[CH:25][CH:24]=2>O>[CH2:7]([O:33][C:31](=[O:32])[CH2:30][C:29]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22][C:21]=1[CH3:20])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 5891072-Methyl-1H-indole-3-acetic acid

生成物 1

HCID 38336027Benzyl (2-methyl-1H-indol-3-yl)acetate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Under argon gas, potassium carbonate (2.52 g) and benzyl bromide (1.2 mL) were added to dimethyl formamide (20 mL) solution containing 2-(2-methylindol-3-yl)acetic acid (1.73 g), which was stirred at room temperature for 2 hours. The reaction mixture was radiationally cooled and water was added, and then the mixture was extracted by ethyl acetate. The extract was sequentially washed with water and saturated brine and dried by sulfuric anhydride sodium, and concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give a title compound (2.63 g) having the following physical properties was obtained.

後処理

  1. temperatureThe reaction mixture was radiationally cooled
  2. extractionthe mixture was extracted by ethyl acetate
  3. washThe extract was sequentially washed with water and saturated brine
  4. dry with materialdried by sulfuric anhydride sodium
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-00529a85b6964ff9bbac6163981c1cfc
出典データセット
uspto-grants-2006_11
特許番号
US07135495B2

反応ノート

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