Potassium Cyanide → 5-Acetyl-2,3-dimethoxybenzonitrile

HRID 274502

反応式

HRID 274502 の反応式
N([O-])=O.[Na+].N[C:6]1[C:7]([O:17][CH3:18])=[C:8]([O:15][CH3:16])[CH:9]=[C:10]([C:12](=[O:14])[CH3:13])[CH:11]=1.[Cu][C:20]#[N:21].[C-]#N.[K+]>O.Cl.C(Cl)Cl>[C:20]([C:6]1[C:7]([O:17][CH3:18])=[C:8]([O:15][CH3:16])[CH:9]=[C:10]([C:12](=[O:14])[CH3:13])[CH:11]=1)#[N:21]

参加物

8

反応物 4

HCID 9032Potassium CyanideHCID 214591851-(3-Amino-4,5-dimethoxyphenyl)ethanoneHCID 23668193Sodium NitriteHCID 178418546HCID 178418546、化合物

生成物 1

HCID 214589805-Acetyl-2,3-dimethoxybenzonitrile

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

A solution of 5.2 g of sodium nitrite in 20 ml of water is added dropwise at 0° within 20 minutes to 14.0 g of 5'-amino-3',4'-dimethoxyacetophenone dissolved in 155 ml of 1N hydrochloric acid. After stirring at -2° for 30 minutes the cold diazonium salt solution is added dropwise within 30 minutes at 5°-10° to a solution of 8.7 g of copper(I) cyanide and 5.45 g of potassium cyanide in 60 ml of water. After completion of the addition 200 ml of methylene chloride are added, and the reaction mixture is stirred at 23° for 3 hours and then filtered. The organic phase is separated, washed with water, dried over sodium sulfate and evaporated. The residue is recrystallized from methylene chloride/petroleum ether. There is obtained 5'-cyano-3',4'-dimethoxyacetophenone of m.p. 125°-126°.

後処理

  1. additionare added
  2. filtrationfiltered
  3. customThe organic phase is separated
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated
  7. customThe residue is recrystallized from methylene chloride/petroleum ether

出典と根拠

ORDレコード
ord-2bac397848e043f5858b1c642ea11c0f
出典データセット
uspto-grants-1995_02
特許番号
US05389653

関連ノート

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