Acetic Acid → alpha,alpha-Diphenyl-4-pyridinemethanol

HRID 1736652Notes

Reaction equation

HRID 1736652 reaction equation
C([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)#N.[C:9]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(O)(=O)C.[Mg]>C(O)(C)C>[N:6]1[CH:7]=[CH:8][C:3]([C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[OH:16])=[CH:4][CH:5]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 3102BenzophenoneHCID 75064-CyanopyridineHCID 5462224Magnesium

Product 1

HCID 74177alpha,alpha-Diphenyl-4-pyridinemethanol

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of 4-cyanopyridine (5.2 g, 0.05 mole) and benzophenone (9.1 g, 0.05 mole) in iso-propanol was added acetic acid (6.0 g, 0.1 mole) and magnesium metal (1.2 g, 0.05 mole). The resulting mixture was stirred at room temperature for 4 h. The precipitated product was filtered and washed with acetone, and upon analysis found to be 4-pyridyl diphenyl carbinol.

Workup

  1. filtrationThe precipitated product was filtered
  2. washwashed with acetone

Sources & evidence

ORD record
ord-d01d366e408f42ea9c48628620eaffe1
Source dataset
uspto-grants-1996_07
Patent number
US05541331

Reaction notes

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