Ethanol → Ethyl 2-(5-bromopyridin-3-yl)acetate

HRID 37893

Reaction equation

HRID 37893 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[N:6][CH:7]=1.[CH2:12](O)[CH3:13]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:5]=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 28025392-(5-Bromopyridin-3-yl)acetic acid

Product 1

HCID 54116619Ethyl 2-(5-bromopyridin-3-yl)acetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

5.0 g (23.1 mmol) of (5-bromopyridin-3-yl)acetic acid in 30 ml of ethanol and 25 drops of conc. sulfuric acid are stirred at boiling point for 16 h. For work-up, the reaction mixture is concentrated under reduced pressure, the residue is taken up in ethyl acetate and washed repeatedly with semiconcentrated sodium bicarbonate solution, the organic phase is dried over sodium sulfate, the drying agent is filtered off, the solvent is removed completely on a rotary evaporator and the product is dried under reduced pressure for 16 h.

Workup

  1. customfor 16 h
  2. concentrationFor work-up, the reaction mixture is concentrated under reduced pressure
  3. washwashed repeatedly with semiconcentrated sodium bicarbonate solution
  4. dry with materialthe organic phase is dried over sodium sulfate
  5. filtrationthe drying agent is filtered off
  6. customthe solvent is removed completely on a rotary evaporator
  7. customthe product is dried under reduced pressure for 16 h.

Sources & evidence

ORD record
ord-e24430d98d0a4aaf9fb307533163ce10
Source dataset
uspto-grants-2013_09
Patent number
US08524699B2

Linked notes

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