3-Benzoyl-2-chloropyridine → 3-Pyridinemethanol, 2-chloro-alpha-phenyl-

HRID 648721Notes

Reaction equation

HRID 648721 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([C:15]1[C:16]([Cl:21])=[N:17][CH:18]=[CH:19][CH:20]=1)(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>N1C=CC=CC=1>[Cl:21][C:16]1[C:15]([CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[OH:14])=[CH:20][CH:19]=[CH:18][N:17]=1

Participants

4

Reactant 2

HCID 8246193-Benzoyl-2-chloropyridineHCID 21226445Aluminium lithium hydride

Product 1

HCID 30619803-Pyridinemethanol, 2-chloro-alpha-phenyl-Yield 42.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.4 g lithium aluminium hydride is added very slowly to 10.6 g 3-benzoyl-2-chloropyridine in 100 ml anhydrous pyridine. After stirring for 2 hrs. at room temperature, the solvent is distilled in vacuo, the residue is added to 5% aqueous HCl and extracted with ether. Working as usual there is obtained 4.5 g of a product, identical with that obtained as in (a).

Workup

  1. distillationat room temperature, the solvent is distilled in vacuo
  2. additionthe residue is added to 5% aqueous HCl
  3. extractionextracted with ether

Sources & evidence

ORD record
ord-c6f08f3ded5446bc9b17e35e96c8fe3d
Source dataset
uspto-grants-1988_04
Patent number
US04736037

Reaction notes

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