Potassium Carbonate → HCID 67272225, compound

HRID 250979Notes

Reaction equation

HRID 250979 reaction equation
[CH:1]1([C:7]2[C:8]([CH2:13][O:14]C(=O)C)=[N:9][CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+]>CO>[CH:1]1([C:7]2[C:8]([CH2:13][OH:14])=[N:9][CH:10]=[CH:11][CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 67272412HCID 67272412, compound

Product 1

HCID 67272225HCID 67272225, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the above ester (0.23 g, 1.0 mmol) in anhydrous MeOH (5 mL) was treated with K2CO3 (0.27 g, 2.0 mmol) and stirred at room temperature for 3.5 h. The mixture was concentrated under reduced pressure and water (5 ml) was added. The aqueous solution was then extracted with CH2Cl2 (3×10 mL) and the combined organic phases dried (Na2SO4), filtered, and concentrated under reduced pressure. This gave the desired (3-cyclohexyl-pyridin-2-yl)-methanol as a brown liquid (0.15 g, 79%) that was used immediately in the next reaction.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure and water (5 ml)
  2. additionwas added
  3. extractionThe aqueous solution was then extracted with CH2Cl2 (3×10 mL)
  4. dry with materialthe combined organic phases dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0fffc26a6dba48e980f904b354d7065e
Source dataset
uspto-grants-2011_01
Patent number
US07863293B2

Reaction notes

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