Potassium Hydroxide → (E)-3-(imidazo[1,2-a]pyridin-3-yl)acrylic acid

HRID 1850044ノート

反応式

HRID 1850044 の反応式
[OH-].[K+].[N:3]1[CH:4]=[C:5](/[CH:12]=[CH:13]/[C:14]([O:16]CC)=[O:15])[N:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12>CCO.C1COCC1>[N:3]1[CH:4]=[C:5](/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])[N:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 18671699ethyl (2E)-3-{imidazo[1,2-a]pyridin-3-yl}prop-2-enoate

生成物 1

HCID 39196020(E)-3-(imidazo[1,2-a]pyridin-3-yl)acrylic acid

試薬・触媒・溶媒 1

HCID 21873804Tetrahydrofuran ethanol溶媒

反応条件

温度
50 °C

実験手順

A 1M aqueous solution of KOH (2.2 mL) was added to a solution of (E)-ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate (0.19 g, 0.88 mmol) in EtOH:THF (1:1 v/v) (10 mL). The resulting solution was heated at 50° C. for 3 h. After completion of the reaction the reaction mixture was evaporated and water (10 mL) was added to the residue. This solution was carefully acidified to pH 4 with a 3 M HCl aqueous solution. Since the product, (E)-3-(imidazo[1,2-a]pyridin-3-yl)acrylic acid, was soluble in water, the solution was concentrated under reduced pressure and the solid residue was used directly for the next step. ES+(M+H)+189.

後処理

  1. customAfter completion of the reaction the reaction mixture
  2. customwas evaporated
  3. additionwater (10 mL) was added to the residue
  4. concentrationthe solution was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-916e9b35f6f642fb85a37597df83b4f7
出典データセット
uspto-grants-2015_02
特許番号
US08957066B2

反応ノート

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