Hydrochloric Acid → 3-Benzoyl-2-chloropyridine

HRID 648715

反応式

HRID 648715 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-80a9d39b6da5471295ee1aa8da9ea37a
出典データセット
uspto-grants-1988_04
特許番号
US04736037

関連ノート

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