Ethyl 6-vinylpicolinate → Ethyl 6-ethylpicolinate
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
Product 1
Reagents, catalysts & solvents 2
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
- customThe mixture was purged with nitrogen
- filtrationfiltered through GF/F
- filtrationfilter paper
- 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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