Potassium Carbonate → HCID 67274620, compound

HRID 1695195Notes

Reaction equation

HRID 1695195 reaction equation
Cl.[CH3:2][C@@H:3]1[CH2:7][CH2:6][CH2:5][NH:4]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19]>CC(=O)CC>[CH2:21]([O:20][C:18](=[O:19])[CH2:17][CH2:16][CH2:15][N:4]1[CH2:5][CH2:6][CH2:7][C@H:3]1[CH3:2])[CH3:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 76300Ethyl 4-bromobutyrateHCID 11147704(2R)-(-)-2-Methylpyrrolidine hydrochloride

Product 1

HCID 67274620HCID 67274620, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

(R)-2-methyl-pyrrolidine hydrochloride (1.0 g, 8.2 mmol, 1.1 eq) was dissolved in 2-butanone (25 mL) and potassium carbonate (2.2 g, 15.7 mmol, 2.1 eq) was added. Ethyl 4-bromobutyrate (1.07 mL, 7.5 mmol, 1.0 eq) was added and the reaction mixture was refluxed for 2 days. The mixture was allowed to cool to room temperature and solid was filtered off and washed with ether. The filtrate was concentrated under reduced pressure to give 1.5 g of the title compound (yield 99%) which was used in the next step without further purification.

Workup

  1. temperaturethe reaction mixture was refluxed for 2 days
  2. filtrationsolid was filtered off
  3. washwashed with ether
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3c305466adae4d4496888ad5f6a966f0
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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