Cyanoacetic acid → HCID 53797226、化合物

HRID 439568

反応式

HRID 439568 の反応式
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH3:13])[CH:5]=1)=O.[C:14]([CH2:16][C:17]([OH:19])=[O:18])#[N:15].C([O-])(=O)C.[NH4+].[OH-].[Na+]>C1C=CC=CC=1.O.C(Cl)(Cl)Cl.C(O)(=O)C>[C:14]([CH:16]([CH:2]([CH3:1])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH3:13])[CH:5]=1)[C:17]([OH:19])=[O:18])#[N:15]

参加物

9

反応物 4

HCID 9740Cyanoacetic acidHCID 143283,4-Dimethoxyphenyl methyl ketoneHCID 14798Sodium HydroxideHCID 517165Ammonium Acetate2 回

生成物 1

HCID 53797226HCID 53797226、化合物収率 29%

試薬・触媒・溶媒 4

HCID 176Acetic Acid溶媒HCID 241Benzene溶媒HCID 962Water溶媒HCID 6212Chloroform溶媒

実験手順

To a solution of 3, 4-dimethoxyacetophenone (5.68 g, 31.53 mmol) and cyanoacetic acid (2.95 g, 34.68 mmol) in benzene were added acetic acid (1.9 ml) and ammonium acetate (150 mg), and the resultant mixture was refluxed with Dean Stark's dehydrating apparatus for 13 hours while adding ammonium acetate (130 mg) every 4 hours. The mixture was mixed with chloroform (200 ml), 2N aqueous sodium hydroxide solution (100 ml) and water (200 ml), stirred well and the aqueous layer was separated. The aqueous layer was acidified with dilute hydrochloric acid, and the resulting precipitate was filtered off. The residue was washed with diethyl ether to give a carboxylic acid, 2-cyano-3-methyl-3-(3, 4-dimethoxyphenyl) propionic acid (2.25 g, 29%).

後処理

  1. customfor 13 hours
  2. customthe aqueous layer was separated
  3. filtrationthe resulting precipitate was filtered off
  4. washThe residue was washed with diethyl ether

出典と根拠

ORDレコード
ord-f0b4f5986f8848e384f73298b1fa4404
出典データセット
uspto-grants-1996_05
特許番号
US05514711

関連ノート

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