1383474-28-9 → Ethyl 6-ethylpicolinate

HRID 706572Notes

Reaction equation

HRID 706572 reaction equation
[CH:1]([C:3]1[N:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=1)=[CH2:2]>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:1]([C:3]1[N:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 1

HCID 679745451383474-28-9

Product 1

HCID 10487577Ethyl 6-ethylpicolinateYield 95%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Ethyl 6-vinylpicolinate (4.70 g, 26.5 mmol) was dissolved in 100 mL of ethanol. To this was added 20% Pd(OH)2 on carbon (1 g, 50% water) and the mixture was stirred under a hydrogen balloon for 2 hours. The mixture was purged with nitrogen, filtered through GF/F filter paper, and the filtrate concentrated under reduced pressure to give 4.5 g (95%) of the title compound.

Workup

  1. customThe mixture was purged with nitrogen
  2. filtrationfiltered through GF/F
  3. filtrationfilter paper
  4. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-4e802e33a13c464e9e2739d49752b4fd
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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