Finkelstein Reaction

Mechanism of the Finkelstein Reaction

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Sample reactions

LiCl
RT


Et3N, MsCl, LiBr
CH2Cl2, THF
0 °C, 3 h, 76%


LiBr
Acetone
RT, 72 h, 73%
"79 % yield based on 94 % conversion."


NaI
Acetone
Reflux, 3 h


LiBr
DMF


NaI
MEK
Reflux, 24 h, 99%


NaI
Acetone
Reflux, 5 d, 83%


NaI
MEK
85 °C, 15 h


NaI
3 Å MS
MeCN
RT, 18 h, 97%


LiBr
Acetone
Reflux, 6 h


Pyr, NaI
Acetone
Reflux, 15 h


Et3N, MsCl, LiBr
THF
-25 °C to RT, 5 h


NaI
Acetone
Reflux


n-Bu4N+ I-
PhH
Reflux, 2 h, 75%


LiBr
THF
Reflux, 36 h, 84%


NaI
Acetone
65 °C, 16 h, 92% (3 steps)


NaI
HMPA
110 °C, 48 h


LiI
THF
0 °C, 30 min


NaI
Acetone
Reflux
"See: J. Am. Chem. Soc. 1950, 72, 4077."


NaI
Acetone
45 °C, 30 h, 95% (2 steps)


LiI, 12-Crown-4
MeCN
Reflux, 3.5 d, 87%


NaI
MEK
80 °C, 40 min, 99%


LiBr
THF
-20 °C, 2 h, 96% (2 steps)
