Malonic Acid → 3-{3-Nitro-4-methoxyphenyl}acrylic acid

HRID 470610

反応式

HRID 470610 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][C:4]=1[N+:11]([O-:13])=[O:12].C(O)(=O)[CH2:15][C:16]([OH:18])=[O:17].N1CCCCC1>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[CH:15][C:16]([OH:18])=[O:17])=[CH:5][C:4]=1[N+:11]([O-:13])=[O:12]

参加物

5

反応物 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 7006084-Methoxy-3-nitrobenzaldehyde

生成物 1

HCID 8217463-{3-Nitro-4-methoxyphenyl}acrylic acid

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒3 回

反応条件

温度
120 °C

実験手順

4-methoxy-3-nitro-benzaldehyde (compound of Example 5; 1.05 g, 5.79 mmol) and malonic acid (1.32 g, 1.27 mmol) were dissolved in pyridine (20 mL) under stirring and piperidine (1 mL) was added to the pyridine solution. The reaction mixture was heated at 75° C. to 80° C. for 3 h, after which the temperature was further increased to 120° C. and maintained at this temperature for 6 h. At the end of the reaction, pyridine was evaporated, followed by addition of aqueous HCl (1:1) to obtain pH ˜4. The solid obtained was filtered, washed with cold water and dried.

後処理

  1. temperatureThe reaction mixture was heated at 75° C. to 80° C. for 3 h
  2. temperaturemaintained at this temperature for 6 h
  3. customwas evaporated
  4. additionfollowed by addition of aqueous HCl (1:1)
  5. customto obtain pH ˜4
  6. customThe solid obtained
  7. filtrationwas filtered
  8. washwashed with cold water
  9. customdried

出典と根拠

ORDレコード
ord-c9716e3dc2f346b3bd78114fc4c8aab5
出典データセット
uspto-grants-2014_01
特許番号
US08629277B2

関連ノート

読み込み中…