Potassium Hydroxide → (6-Benzoyl-2-pyridyl)methanol

HRID 27937

Reaction equation

HRID 27937 reaction equation
[OH-].[K+].C([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:9]=1)(=O)C>CO.O.[Cl-].[Na+]>[C:14]([C:10]1[N:9]=[C:8]([CH2:7][OH:6])[CH:13]=[CH:12][CH:11]=1)(=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 2

HCID 14797Potassium HydroxideHCID 233378412-(Acetoxymethyl)-6-benzoylpyridine

Product 1

HCID 20293448(6-Benzoyl-2-pyridyl)methanol

Reagents, catalysts & solvents 3

HCID 887MethanolSolvent2×HCID 962WaterSolventHCID 5234Sodium ChlorideSolvent

Procedure

Potassium hydroxide (1.1 g, 18 mmol) is dissolved in 25 ml methanol, after which is added 2-(acetoxymethyl)-6-benzoylpyridine (2.3 g, 9 mmol) in 20 ml methanol and the mixture is then stirred overnight. The mixture is diluted with water and saturated sodium chloride, then extracted with ether (2×), washed with sat. sodium chloride, dried over magnesium sulfate and stripped to yield (6-benzoyl-2-pyridyl)methanol.

Workup

  1. extractionextracted with ether (2×)
  2. washwashed with sat. sodium chloride
  3. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-aea147dfdb6a4044b94679de0ec0428e
Source dataset
uspto-grants-1980_09
Patent number
US04224330

Linked notes

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