Reaction #1583866

Reaction equation

1-benzylpyrrolidone

THF

methyl magnesium bromide

THF

→

1-benzyl-3-methylpyrrolidin-3-ol

Yield 58.1%

Conditions

Workup

1. 1
   OtherAfter the completion of reaction
2. 2
   WashThe resulting mixture was washed with a saturated aqueous NaCl solution
3. 3
   Dryingdried over Na2SO4
4. 4
   Otherpurified by column chromatography (silica gel column, eluted with petroleum ether: ethyl acetate=20:1 (volumetric ratio))
5. 5
   Otherto produce the product of 1-benzyl-3-methylpyrrolidinyl-3-ol (0.7 g) in a yield of 58.1%

Procedure

1-benzylpyrrolidone (1.1 g, 6.3 mmol) was dissolved in 4 mL THF under stirring at −20° C. The resulting solution was dropwisely added to a solution of methyl magnesium bromide (13.2 mL, 12.2 mmol) in THF. The stirring was continued for 3 hours. After the completion of reaction, the reaction solution was dropwisely added to an ice water. The resulting mixture was washed with a saturated aqueous NaCl solution, dried over Na2SO4, and purified by column chromatography (silica gel column, eluted with petroleum ether: ethyl acetate=20:1 (volumetric ratio)) to produce the product of 1-benzyl-3-methylpyrrolidinyl-3-ol (0.7 g) in a yield of 58.1%.

Source