Hydrochloric Acid → 3-Benzoyl-2-chloropyridine

HRID 65530

反応式

HRID 65530 の反応式
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Mg].[Cl:9][C:10]1[C:15]([C:16]#N)=[CH:14][CH:13]=[CH:12][N:11]=1.Cl.CC[O:21]CC>>[C:16]([C:15]1[C:10]([Cl:9])=[N:11][CH:12]=[CH:13][CH:14]=1)(=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether3 回HCID 7961BromobenzeneHCID 810792-ChloronicotinonitrileHCID 5462224Magnesium

生成物 1

HCID 8246193-Benzoyl-2-chloropyridine

実験手順

A solution of 3.14 g (0.02 mols) bromobenzene in anhydrous ether is added dropwise to a suspension of 0.02 mols magnesium in anhydrous ether. The mixture is refluxed 1.5 hr. and is then cooled until room temperature. Now a solution of 1.38 g 2-chloro-3-cyanopyridine in 25 ml anhydrous ether is added slowly while stirring. The reaction mixture is refluxed 24 hrs. and there is added, after standing, 10% aqueous HCl. The aqueous layer is separated and the ethereal layer is washed with 25% aqueous HCl. The combined washings and the first aqueous layer are basified with 40% NaOH and extracted with ether. The combined extracts are dried (MgSO4) and solvent evaporated. The crude is distilled in vacuo. Yield: 0.8 g of title product, identical with that described in Ex. 1b.

後処理

  1. temperatureThe mixture is refluxed 1.5 hr
  2. temperatureThe reaction mixture is refluxed 24 hrs
  3. additionand there is added
  4. customThe aqueous layer is separated
  5. washthe ethereal layer is washed with 25% aqueous HCl
  6. extractionextracted with ether
  7. dry with materialThe combined extracts are dried (MgSO4) and solvent
  8. customevaporated
  9. distillationThe crude is distilled in vacuo

出典と根拠

ORDレコード
ord-da0ee5390b2f4460ba4acde2f5dfb0a5
出典データセット
uspto-grants-1986_09
特許番号
US04614833

関連ノート

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