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)
