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

Potassium Iodide → Ethyl 5-(2-(4-nitrophenyl)-3-oxobutyl)-2-furancarboxylate

HRID 581037
노트
인쇄 미리보기

반응식

HRID 581037 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11](=[O:13])[CH3:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[H-].[Na+].Cl[CH2:17][C:18]1[O:22][C:21]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:20][CH:19]=1.[I-].[K+]>CN(C)C=O.C(OCC)C.O.C(O)(=O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]([C:11](=[O:13])[CH3:12])[CH2:17][C:18]2[O:22][C:21]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:20][CH:19]=2)=[CH:8][CH:9]=1)([O-:3])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 4875Potassium IodideHCID 24758Sodium hydrideHCID 2193671-(4-Nitrophenyl)propan-2-oneHCID 263166Ethyl 5-(chloromethyl)-2-furancarboxylate

생성물 1

HCID 15458175Ethyl 5-(2-(4-nitrophenyl)-3-oxobutyl)-2-furancarboxylate수율 98.8%

시약·촉매·용매 4

HCID 176
Acetic Acid
용매
HCID 962Water용매
HCID 3283Diethyl Ether용매
HCID 6228Dimethylformamide용매2회

실험 절차

3.00 g of p-nitrophenylacetone was dissolved in 50 ml of dimethylformamide, and 0.70 g of 60% oily sodium hydride was added under cooling with ice with stirring, followed by stirring at the same temperature for 10 minutes. 5 ml of a dimethylformamide solution containing 3.40 g of ethyl 5-chloromethyl-2-furancarboxylate, and 3.05 g of potassium iodide were added thereto, followed by stirring at room temperature for 2.5 hours. Then, the reaction solution was acidified by an addition of acetic acid. Water and ethyl ether were added, and the mixture was extracted. Then, the organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and then, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1+2/1) to obtain 5.48 g of the above-identified compound.

후처리

  1. temperatureunder cooling with ice
  2. stirringby stirring at the same temperature for 10 minutes
  3. additionwere added
  4. stirringby stirring at room temperature for 2.5 hours
  5. extractionthe mixture was extracted
  6. washThen, the organic layer was washed with a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationThe drying agent was filtered off
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1+2/1)

출처 및 근거

ORD 기록
ord-e0df02dec7994e679ebc5914705212eb
출처 데이터셋
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05919786

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트