Potassium Carbonate → (4-Pyrrolidin-1-ylmethyl-phenyl)-acetonitrile

HRID 898536Notes

Reaction equation

HRID 898536 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]#[N:22])=[CH:16][CH:15]=1>CN(C)C=O>[N:1]1([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]#[N:22])=[CH:16][CH:15]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 143420762-(4-(Bromomethyl)phenyl)acetonitrile

Product 1

HCID 59598027(4-Pyrrolidin-1-ylmethyl-phenyl)-acetonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.446 mL (5.44 mmol) of pyrrolidine and 1.366 g (9.882 mmol) of potassium carbonate are added to 20 mL of dimethylformamide. 1.038 g (4.941 mmol) of (4-bromomethyl-phenyl)-acetonitrile are added with stirring and the mixture is stirred for 12 hours at RT. The reaction mixture is evaporated down in the rotary evaporator and the residue is extracted with EtOAc and water. The organic phase is dried over magnesium sulphate and the solvent is removed using the rotary evaporator.

Workup

  1. stirringthe mixture is stirred for 12 hours at RT
  2. customThe reaction mixture is evaporated down in the rotary evaporator
  3. extractionthe residue is extracted with EtOAc and water
  4. dry with materialThe organic phase is dried over magnesium sulphate
  5. customthe solvent is removed
  6. customthe rotary evaporator

Sources & evidence

ORD record
ord-33bc4080dadf4d92928686c62974fe48
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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