홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

4-Hydroxybenzaldehyde → alpha-p-Nitrophenyl-p-acetoxycinnamic Acid

HRID 53860
노트
인쇄 미리보기

반응식

HRID 53860 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[Na+].[OH:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=1.[C:25](O)(=[O:27])[CH3:26]>O.C(O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10](=[CH:21][C:20]2[CH:23]=[CH:24][C:17]([O:16][C:25](=[O:27])[CH3:26])=[CH:18][CH:19]=2)[C:11]([OH:13])=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 176Acetic AcidHCID 4661(4-Nitrophenyl)acetic acidHCID 14798Sodium Hydroxide

생성물 1

HCID 53778129alpha-p-Nitrophenyl-p-acetoxycinnamic Acid

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 962
Water
용매
2회

반응 조건

온도
60 °C

실험 절차

p-Nitrophenylacetic acid (0.60 moles, 108.69 grams) is added to a one liter glass beaker containing stirred aqueous sodium hydroxide solution (24.0 grams, 0.06 mole diluted with deionized water to a total volume of 600 mL) followed by heating to 60° C. The resultant solution is rotary evaporated under vacuum until final conditions of 100° C. and one nm Hg are achieved and maintained for 30 minutes. A portion (99.08 g, 0.4877 mole) of the recovered dry, white carboxylic acid sodium salt, p-hydroxybenzaldehyde (59.56 g, 0.4877 mole) and acetic acid (250 g) are added to a reactor equipped with a reflux condenser and stirred under a nitrogen atmosphere at a 145° C. reflux. Refluxing is continued over the next 18 hours after which time, the reactor is cooled to 100° C. and ethanol (300 mL) and deionized water (50 mL) are added. The resultant slurry is boiled at 89° C. for one hour followed by cooling to 50° C. and filtered. The filtrate is added to deionized water (1500 mL) and the resultant precipitate recovered by filtration. The precipitate is exhaustively extracted with deionized water saturated with sodium carbonate. The combined extracts are filtered and neutralized with concentrated aqueous hydrochloric acid inducing formation of a precipitate. The precipitate is recovered by filtration and dried at 50° C. in a forced air, convection type oven. The dried powder is added to a beaker along with carbon tetrachloride (200 mL) and stirred with heating to a boil. Acetic acid (40 mL) is added to the boiling slurry and allowed to boil. Once boiling is achieved, the slurry is allowed to cool to room temperature (23° C.) and then at 4° C. for 16 hours. The product is recovered by filtration and dried at 70° C. under a vacuum of 5 mm Hg to a constant weight of 39.1 grams of brilliant, light yellow colored, crystalline powder.

후처리

  1. additioncontaining
  2. customThe resultant solution is rotary evaporated under vacuum until final conditions of 100° C. and one nm Hg
  3. temperaturemaintained for 30 minutes
  4. customequipped with a reflux condenser
  5. temperaturereflux
  6. temperatureRefluxing
  7. customis continued over the next 18 hours
  8. temperaturethe reactor is cooled to 100° C.
  9. customfor one hour
  10. temperatureby cooling to 50° C.
  11. filtrationfiltered
  12. additionThe filtrate is added to deionized water (1500 mL)
  13. filtrationthe resultant precipitate recovered by filtration
  14. extractionThe precipitate is exhaustively extracted with deionized water saturated with sodium carbonate
  15. filtrationThe combined extracts are filtered
  16. filtrationThe precipitate is recovered by filtration
  17. customdried at 50° C. in a forced air, convection type oven
  18. additionThe dried powder is added to a beaker along with carbon tetrachloride (200 mL)
  19. stirringstirred
  20. temperaturewith heating to a boil
  21. additionAcetic acid (40 mL) is added to the boiling slurry
  22. temperatureto cool to room temperature (23° C.)
  23. filtrationThe product is recovered by filtration
  24. customdried at 70° C. under a vacuum of 5 mm Hg to a constant weight of 39.1 grams of brilliant, light yellow colored, crystalline powder

출처 및 근거

ORD 기록
ord-2ccdcf88e5ab489085141d32d448f370
출처 데이터셋
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05621071

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트