Malonic Acid → 3-(3-Bromo-4-fluorophenyl)-2-propenoic acid

HRID 2207878노트

반응식

HRID 2207878 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=O.C(O)(=O)[CH2:12][C:13]([OH:15])=[O:14].N1CCCCC1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:12][C:13]([OH:15])=[O:14])[CH:7]=[CH:8][C:9]=1[F:10]

참가 물질

5

반응물 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 1736043-Bromo-4-fluorobenzaldehyde

생성물 1

HCID 6883113-(3-Bromo-4-fluorophenyl)-2-propenoic acid수율 54.7%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
100 °C

실험 절차

3-Bromo-4-fluoro-benzaldehyde (5.0 g, 24.6 mmol), malonic acid (5.6 g, 53.7 mmol), and piperidine (0.5 mL, 4.9 mmol) were added to pyridine (11.4 mL). The reaction mixture was stirred at 100° C. for 3 hours and then concentrated under reduced pressure. Distilled water was added to the reaction mixture, which was then filtered. The resulting solid was recrystallized from ethanol to give 3.3 g of the titled compound as a white solid.

후처리

  1. concentrationconcentrated under reduced pressure
  2. additionDistilled water was added to the reaction mixture, which
  3. filtrationwas then filtered
  4. customThe resulting solid was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-d292ac838ee14bf5a46b97a9cfb067ee
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376420B2

반응 노트

불러오는 중…