Pyridine → 3,6-dihydro-2H-pyridin-1-yl(phenyl)methanone

HRID 580917Notes

Reaction equation

HRID 580917 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[C:1]([N:10]1[CH2:11][CH:12]=[CH:13][CH2:14][CH2:15]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1049PyridineHCID 7412Benzoyl chloride

Product 1

HCID 5700373,6-dihydro-2H-pyridin-1-yl(phenyl)methanone

Procedure

Benzoyl chloride (60 mmole) is added to a solution of 38 (60 mmole) in pyridine at 4 C. The mixture is allowed to stir for about 1-2 hrs and then further stirred at room temp for 12 hrs. The reaction mixture is made acidic and then extracted with methylene chloride. Following work-up and flash chromatography affords 39.

Workup

  1. stirringfurther stirred at room temp for 12 hrs
  2. extractionextracted with methylene chloride

Sources & evidence

ORD record
ord-8f31e158b4d14fca86080a938096478b
Source dataset
uspto-grants-1999_07
Patent number
US05919797

Reaction notes

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