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3-Methoxybenzaldehyde → (E)-3-(2-(7-chloroquinolin-2-yl)ethenyl)anisole

HRID 1088469
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인쇄 미리보기

반응식

HRID 1088469 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=O.[Cl:11][C:12]1[CH:21]=[C:20]2[C:15]([CH:16]=[CH:17][C:18]([CH3:22])=[N:19]2)=[CH:14][CH:13]=1>C(OC(=O)C)(=O)C>[Cl:11][C:12]1[CH:21]=[C:20]2[C:15]([CH:16]=[CH:17][C:18](/[CH:22]=[CH:6]/[C:5]3[CH:4]=[C:3]([O:2][CH3:1])[CH:10]=[CH:9][CH:8]=3)=[N:19]2)=[CH:14][CH:13]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 115693-MethoxybenzaldehydeHCID 1383957-Chloro-2-methylquinoline

생성물 1

HCID 22163088(E)-3-(2-(7-chloroquinolin-2-yl)ethenyl)anisole

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

반응 조건

온도
110 °C

실험 절차

7.1 mL of 3-methoxybenzaldehyde (58 mmoles), 9.953 g of 7-chloroquinaldine (56 mmoles) and 50 mL of acetic anhydride were mixed together and heated at 110° C. for 16 hours. After hydrolysis on ice, the product was extracted with ethyl acetate, washed with 5% sodium bicarbonate and brine and partially purified by flash chromatography using 10% ethyl acetate in hexane. Recrystallisation from ether: hexane yielded the title compound.

후처리

  1. customAfter hydrolysis on ice
  2. extractionthe product was extracted with ethyl acetate
  3. washwashed with 5% sodium bicarbonate and brine
  4. custompartially purified by flash chromatography
  5. customRecrystallisation from ether

출처 및 근거

ORD 기록
ord-d067cb4f58a841b4b0a746e452b83984
출처 데이터셋
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04962203

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