Potassium Carbonate → (2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl ester

HRID 1445887

反応式

HRID 1445887 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:11])[NH:6]2.[CH2:12]([O:19][C:20](=[O:23])[CH2:21]Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:12]([O:19][C:20](=[O:23])[CH2:21][O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:11])[NH:6]2)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetateHCID 5902254-Hydroxy-2-methylindole

生成物 1

HCID 58765424(2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl ester

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 4-hydroxy-2-methylindole (3.0 g, 0.02 mole), bromo-acetic acid benzyl ester (4.6 g, 0.02 mole), potassium carbonate (2.8 g, 0.02 mole) in acetone was refluxed for 48 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (10:1 Hex:EtOAc) to afford intermediate (2). Yield: 3.5 g, 58%.

後処理

  1. temperaturewas refluxed for 48 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by column chromatography (10:1 Hex:EtOAc)

出典と根拠

ORDレコード
ord-af9a5eb9069141e4a752b31f69239149
出典データセット
uspto-grants-2010_02
特許番号
US07666898B2

関連ノート

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