Hydrochloric Acid → 1-butyl-4-cyano-1H-indole-6-carboxylic acid

HRID 348972

反応式

HRID 348972 の反応式
[CH2:1]([N:5]1[C:13]2[C:8](=[C:9]([C:18]#[N:19])[CH:10]=[C:11]([C:14]([O:16]C)=[O:15])[CH:12]=2)[CH:7]=[CH:6]1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+].Cl>CO>[CH2:1]([N:5]1[C:13]2[C:8](=[C:9]([C:18]#[N:19])[CH:10]=[C:11]([C:14]([OH:16])=[O:15])[CH:12]=2)[CH:7]=[CH:6]1)[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21086135Methyl 1-butyl-4-cyano-1H-indole-6-carboxylate

生成物 1

HCID 210851701-butyl-4-cyano-1H-indole-6-carboxylic acid収率 4.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
40 °C

実験手順

To a mixture of methyl 1-butyl-4-cyano-1H-indole-6-carboxylate (10.5 g) in methanol (15 mL) was added 1N NaOH (3.0 mL). The mixture was heated at 40° C. for 2 h then cooled to room temperature. The mixture was poured into 1N HCl and extracted into ethyl acetate. The ethyl acetate extract was dried over anhydrous magnesium sulfate and concentrated to give 0.45 g of the title compound: 1H NMR (CDCl3) δ 0.973, 1.38, 1.88, 4.27, 6.79, 7.48, 8.24, 8.38.

後処理

  1. temperaturethen cooled to room temperature
  2. extractionextracted into ethyl acetate
  3. extractionThe ethyl acetate extract
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-8ac9de7a4e7e45339cd4f0a0b34117f1
出典データセット
uspto-grants-2007_02
特許番号
US07176242B2

関連ノート

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