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

HRID 2207878ノート

反応式

HRID 2207878 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d292ac838ee14bf5a46b97a9cfb067ee
出典データセット
uspto-grants-2016_06
特許番号
US09376420B2

反応ノート

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