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

HRID 1288211노트

반응식

HRID 1288211 반응식
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

참가 물질

3

반응물 2

HCID 14797Potassium HydroxideHCID 21504084HCID 21504084, 화합물

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2a15f70db0424e86b39eea94a3888e81
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03987116

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