Pyrrolidine → 1-Pyrrolidine butyric acid, ethyl ester

HRID 1695198Notes

Reaction equation

HRID 1695198 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]>C1(C)C=CC=CC=1>[CH2:13]([O:12][C:10](=[O:11])[CH2:9][CH2:8][CH2:7][N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[CH3:14]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 76300Ethyl 4-bromobutyrate

Product 1

HCID 2109981-Pyrrolidine butyric acid, ethyl ester

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of pyrrolidine (8.42 mL, 102 mmol, 4.0 eq) in toluene (30 mL), ethyl 4-bromobutyrate (3.8 mL, 26 mmol, 1.0 eq) was added and the reaction mixture was refluxed for 10 hours. The mixture was allowed to cool down to room temperature, the white solid present was filtered off and washed with Et2O. The filtrate was concentrated under reduced pressure to give the title product which was used in the next step without further purification.

Workup

  1. temperaturethe reaction mixture was refluxed for 10 hours
  2. filtrationthe white solid present was filtered off
  3. washwashed with Et2O
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-76ef371f721542239cdd1c0d1cac7f75
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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