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Named reactions

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Search synthesis

Epibatidine

Chemical structure of Epibatidine
C11H13ClN2
Author Alan Armstrong
Publication year 2007
Synthesis type Total synthesis
Number of steps 10 (linear)
References

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
TsNClNa, NBS
MeCN
RT, 60 min, 79%
Chemical structure
VinylMgBr
Et2O
-30 °C to RT, 10 min, 56%

See the Grignard Reaction
Chemical structure
SnCl4
CH2Cl2
0 °C to RT, 14.5 h, 32%

See the Prins Reaction
See the Pinacol Rearrangement
Chemical structure
CrO3, H2SO4
Acetone, H2O
0 °C to RT, 100 min, 92%

See the Jones Oxidation
Chemical structure
(COCl)2
CH2Cl2
Reflux, 20 min
Chemical structure
Reagent structure
BrCCl3
RT to 90 °C, 65 min, 61% (2 steps)

See the Barton Decarboxylation
Chemical structure
PhOH, HBr
H2O
Reflux, 105 min
Chemical structure
Boc2O, Na2CO3
THF, H2O
RT, 2.5 d, 67% (2 steps)
Chemical structure + Chemical structure
Reagent structure
Ni(cod)2, KOt-Bu
s-BuOH
RT to 60 °C, 56%

See the Suzuki Coupling
The yield was 66 % brsm.
Chemical structure
CF3CO2H
CH2Cl2
RT, 5 h, 89%
Chemical structure

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