Sodium sulfate decahydrate → (6-Phenylpyridin-3-yl)methanol

HRID 349961Notes

Reaction equation

HRID 349961 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([C:13]2[N:18]=[CH:17][C:16]([C:19](OC)=[O:20])=[CH:15][CH:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[C:7]1([C:13]2[N:18]=[CH:17][C:16]([CH2:19][OH:20])=[CH:15][CH:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 13129505Methyl 6-phenylnicotinateHCID 21226445Aluminium lithium hydride

Product 1

HCID 22254216(6-Phenylpyridin-3-yl)methanolYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminium hydride (2.43 g) was added to a solution of methyl 6-phenyl-3-pyridinecarboxylate (14.00 g) in tetrahydrofuran (200 ml) at 0° C., which was stirred at room temperature for 30 minutes. Sodium sulfate decahydrate (22.50 g) was added to the reaction mixture, which was stirred at room temperature for 30 minutes. The precipitate was removed by filtration, and the filtrate was concentrated to obtain 6-phenyl-3-pyridylmethanol (11.63 g, yield 96%) as a pale yellow oily substance.

Workup

  1. stirringwas stirred at room temperature for 30 minutes
  2. customThe precipitate was removed by filtration
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a8c8294b4305423db1b4f62c906d33df
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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