4-Nitrophenol → 3-(4-Nitrophenoxy)butyric Acid

HRID 1722040노트

반응식

HRID 1722040 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[Na+].[C:13]1(=[O:18])[O:17][CH:15]([CH3:16])[CH2:14]1>O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:15]([CH3:16])[CH2:14][C:13]([OH:18])=[O:17])=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 9804-NitrophenolHCID 14798Sodium HydroxideHCID 18303beta-BUTYROLACTONE

생성물 1

HCID 147733763-(4-Nitrophenoxy)butyric Acid

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
23 °C

실험 절차

4-Nitrophenol (34.78 g, 0.25 mol) was added to a solution of 10 g (0.25 mol) sodium hydroxide in 100 ml water and the solution heated at reflux for 15 minutes. To the solution at reflux, 20.4 ml (0.25 mol) betabutyrolactone was added dropwise over a 1.5 hour period. The reaction was cooled to 23° C. and extracted with 2×150 ml diethyl ether. The combined ether layers were extracted with 4×140 ml saturated sodium bicarbonate solution and the bicarbonate then acidified with 60 ml concentrated hydrochloric acid and back-extracted with 200 ml diethyl ether. The ether back extract was washed with 50 ml water and 50 ml brine, and dried over magnesium sulfate. Concentration in vacuo gave the product as a yellow oil, 31.2 g (55%).

후처리

  1. temperaturethe solution heated
  2. temperatureat reflux for 15 minutes
  3. temperatureTo the solution at reflux
  4. extractionextracted with 2×150 ml diethyl ether
  5. extractionThe combined ether layers were extracted with 4×140 ml saturated sodium bicarbonate solution
  6. extractionback-extracted with 200 ml diethyl ether
  7. extractionThe ether back extract
  8. washwas washed with 50 ml water and 50 ml brine
  9. dry with materialdried over magnesium sulfate
  10. concentrationConcentration in vacuo

출처 및 근거

ORD 기록
ord-9aa5fda46cfc4302baa526c3a94b6726
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04853410

반응 노트

불러오는 중…