Dimethylformamide → 4-Benzoylpyridine

HRID 848722ノート

反応式

HRID 848722 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7](=NO)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[H-].[Na+].[H][H].ClCC#N.CN(C)C=[O:27]>>[N:1]1[CH:6]=[CH:5][C:4]([C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:27])=[CH:3][CH:2]=1

参加物

6

反応物 5

HCID 6228DimethylformamideHCID 7856ChloroacetonitrileHCID 24758Sodium hydrideHCID 542817HCID 542817、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 267314-Benzoylpyridine

実験手順

Phenyl 4-pyridinyl ketone oxime (5.4 g) was stirred in 50 ml of dimethyl formamide containing 1.5 g of a 50% dispersion of sodium hydride in oil, for 0.5 hours at room temperature. After the hydrogen evolution was completed, chloroacetonitrile (2.5 g) was added. The reaction mixture was stirred for 1 hour. The greater part of the dimethyl formamide was evaporated at reduced pressure, and then the residue was treated with ether and water. The ether layer was separated and dried over magnesium sulphate. The product was recrystallized from a mixture of ether and petroleum ether (40°-60° C.), yielding pure phenyl 4-pyridinyl ketone, O-cyanomethyl oxime (4.9 g, m.p. 101.5°-103° C.).

後処理

  1. customThe greater part of the dimethyl formamide was evaporated at reduced pressure
  2. additionthe residue was treated with ether and water
  3. customThe ether layer was separated
  4. dry with materialdried over magnesium sulphate
  5. customThe product was recrystallized from a mixture of ether and petroleum ether (40°-60° C.)

出典と根拠

ORDレコード
ord-0535ed77840846afb0b087c1cad702d7
出典データセット
uspto-grants-1981_10
特許番号
US04297359

反応ノート

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