Potassium Hydroxide → 3-(5-Methoxynaphthalen-2-yl)prop-2-ynoic acid

HRID 1288211ノート

反応式

HRID 1288211 の反応式
Br[CH:2]([CH:8](Br)[C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][C:15]=2[O:19][CH3:20])[CH:10]=1)[C:3]([O:5]CC)=[O:4].[OH-].[K+]>>[CH3:20][O:19][C:15]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:16]=1[CH:17]=[CH:18][C:9]([C:8]#[C:2][C:3]([OH:5])=[O:4])=[CH:10]2

参加物

3

反応物 2

HCID 14797Potassium HydroxideHCID 21504084HCID 21504084、化合物

生成物 1

HCID 215040793-(5-Methoxynaphthalen-2-yl)prop-2-ynoic acid

実験手順

Powdered ethyl α,β-dibromo-β-(5-methoxynaphth-2-yl)propionate (27.4 g) is added portion-wise to 20% ethanolic potassium hydroxide (135 ml) at room temperature. The mixture is refluxed on a steam bath for 6 hours. The alcohol is evaporated and the residue is dissolved in water and covered with ether and is acidified with cold, dilute hydrochloric acid. The ether layer is washed with water, saline, and dried over sodium sulfate. The ether is removed to give a residue which is triturated with carbon tetrachloride. Recrystallization is carried out from acetic acid-water. This material is digested and triturated with boiling carbon tetrachloride to give 5-methoxynaphth-2-yl propiolic acid.

後処理

  1. temperatureThe mixture is refluxed on a steam bath for 6 hours
  2. customThe alcohol is evaporated
  3. dissolutionthe residue is dissolved in water
  4. washThe ether layer is washed with water, saline
  5. dry with materialdried over sodium sulfate
  6. customThe ether is removed
  7. customto give a residue which
  8. customis triturated with carbon tetrachloride
  9. customRecrystallization
  10. customtriturated with boiling carbon tetrachloride

出典と根拠

ORDレコード
ord-2a15f70db0424e86b39eea94a3888e81
出典データセット
uspto-grants-1976_10
特許番号
US03987116

反応ノート

読み込み中…