Acetic Acid → 3-((3-Nitrophenyl)methylene)-2,4-pentanedione

HRID 4674

반응식

HRID 4674 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[C:12]([CH2:15][C:16](=[O:18])[CH3:17])(=[O:14])[CH3:13].C(O)(=O)C.C(OCC)C>C1C=CC=CC=1.N1CCCCC1>[C:12]([C:15](=[CH:7][C:6]1[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)[C:16]([CH3:17])=[O:18])(=[O:14])[CH3:13]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 3283Diethyl EtherHCID 74493-NitrobenzaldehydeHCID 31261Acetylacetone

생성물 1

HCID 959903-((3-Nitrophenyl)methylene)-2,4-pentanedione수율 53.5%

시약·촉매·용매 2

HCID 8082Piperidine촉매HCID 241Benzene용매

실험 절차

A mixture of 3-nitrobenzaldehyde (20 g), acetylacetone (13.25 g), acetic acid (1.58 g), and piperidine (0.45 g) in benzene (20 ml) was refluxed for 1 hour under azeotropic dehydration. To the reaction mixture was added diethyl ether (100 ml). The mixture was washed with water (50 ml) and a saturated aqueous solution of sodium chloride (50 ml) successively, dried over magnesium sulfate, and evaporated in vacuo. The residual substance was recrystallized from ether to afford 1-acetyl-1-(3-nitrobenzyliden)acetone(16.5 g).

후처리

  1. temperaturewas refluxed for 1 hour under azeotropic dehydration
  2. washThe mixture was washed with water (50 ml)
  3. dry with materiala saturated aqueous solution of sodium chloride (50 ml) successively, dried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residual substance was recrystallized from ether

출처 및 근거

ORD 기록
ord-48a09d41fff04695972f49c0700533bc
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727073

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