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

HRID 470610

반응식

HRID 470610 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매3회

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c9716e3dc2f346b3bd78114fc4c8aab5
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629277B2

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