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

HRID 4674

反応式

HRID 4674 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8082Piperidine触媒HCID 241Benzene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-48a09d41fff04695972f49c0700533bc
出典データセット
uspto-grants-1988_02
特許番号
US04727073

関連ノート

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