Grignard Reaction
Mechanism of the Grignard Reaction
Sample reactions
MeMgBr
Et2O
-78 °C, 60 min, 63%
MeMgBr
THF
-20 °C, 2 h
MeMgBr
Et2O, PhH
0 °C to RT, 90 min
"The product depicted is the major component of an uncharacterized mixture of isomers."
Et2O, THF
-78 to -10 °C, 80 min
THF
-15 °C, 60 min, 68%
CeCl3
THF
0 °C, , 82%
MeMgBr
Et2O, PhH
-18 °C, 3 h
Et2O, PhH
RT, 60 min
VinylMgBr
CH2Cl2, THF
-78 °C, 10 h, 76%
VinylMgBr
THF
0 °C, , 70% (2 steps)
IsopropenylMgBr
"No yield reported."
MeMgBr
CH2Cl2
-65 to -48 °C, 16.5 h, 95%
ZnCl2, AllylMgBr
THF
-78 °C, 17 min, 89%
t-BuMgCl
THF
-78 °C, 90 min, 68%
MeMgBr
Et2O
-78 °C, 100 min, 99%
MeMgBr
Et2O
0 °C, 60 min, 77%
MeCHO, Mg
Et2O
97%
VinylMgBr
THF
-78 °C, 2 h, 90%
MeMgI
Et2O
RT, 4.5 h
MeMgBr
Et2O
0 °C, 60 min, 87% (2 steps)
MeMgBr
THF
-78 °C, 3 h, 91%
EtMgBr
THF
0 °C to RT, 4 h, 69%
"The yield was 83 % brsm."
VinylMgBr
Et2O
0 °C, , 97%
EtMgBr
THF
RT, 48 h
ClCO2Me, Mg, Br(CH2)2Br
THF
RT to Reflux, 5 h, 98%
MeMgBr
VinylMgBr
THF
0 °C to RT, 3 h, 90% (2 steps)
Ac2O, DMAP, Mg
Et2O
79%
AllylMgCl
THF
-78 °C, 30 min, 85% (2 steps)
(CH2O)n, i-PrMgBr
THF
45 °C, 5.5 h, 89% (α), 78 % (β)
VinylMgBr
Et2O
-30 °C to RT, 10 min, 56%
MeMgI
Et2O
Reflux, 60 min
VinylMgBr
THF
10 °C to RT, 4.5 h, 46% (2 steps)
VinylMgBr
THF
0 °C, 3 h, 76%
THF
0 °C, 4 h
AllylMgBr
Et2O
Reflux, 6 h, 60%
"Also isolated was the equatorial alcohol (stable conformer, 17% yield)"
MeMgBr
Et2O
0 °C, , 95%
VinylMgBr
Et2O
0 °C to RT, , 87%
MeMgBr
Et2O
Reflux, 46 h, 75%
"See: Chem. Ber. 1939, 72, 182."
PhOMe
Reflux, 3 h
H2O, HCl, MeMgI
Et2O
RT to 40 °C, 7 h, 87%
H2O, TsOH, i-PrMgCl
PhMe, THF
-78 to 85 °C, 17 h, 45%
Et3N, MeMgBr, TMSCl, HMPA
THF
0 °C to RT, 20 min, 94%
H2O, HCl, MeI, CS2, EtMgBr
THF
RT to 70 °C, 12 h, 67%
THF
-15 °C to RT, 2.5 h
H2O, NH4Cl, TMSCl
THF
-78 °C to RT, 3.5 h, 75% (2 steps)