Potassium Carbonate → (R)-1-(5-bromopyridin-3-yl)ethanol

HRID 2071027

Reaction equation

HRID 2071027 reaction equation
C([O:4][C@@H:5]([C:7]1[CH:8]=[N:9][CH:10]=[C:11]([Br:13])[CH:12]=1)[CH3:6])(=O)C.C([O-])([O-])=O.[K+].[K+]>CO>[Br:13][C:11]1[CH:12]=[C:7]([C@H:5]([OH:4])[CH3:6])[CH:8]=[N:9][CH:10]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 68669858(R)-1-(5-bromopyridin-3-yl)ethyl acetate

Product 1

HCID 68655864(R)-1-(5-bromopyridin-3-yl)ethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of (R)-1-(5-bromopyridin-3-yl)ethyl acetate (1.21 g, 4.96 mmol, synthesis described herein) in MeOH (20 mL), was added K2CO3 (1.37 g, 9.92 mmol) and the reaction was stirred for 1 h. All the solvent was removed, the residue was dissolved in cold water and extracted with EtOAc (2×50 mL), to provide 1.0 g of crude (R)-1-(5-bromopyridin-3-yl)ethanol.

Workup

  1. customAll the solvent was removed
  2. dissolutionthe residue was dissolved in cold water
  3. extractionextracted with EtOAc (2×50 mL)

Sources & evidence

ORD record
ord-111ff5f8db894fc1a8dde478b9f63b20
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Linked notes

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