Water → HCID 66815203, compound

HRID 577208Notes

Reaction equation

HRID 577208 reaction equation
O=[C:2]([CH2:9][CH3:10])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.O>C1C=CC=CC=1>[N:11]1([C:2]([CH2:9][CH3:10])=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 962WaterHCID 31268PyrrolidineHCID 78656Ethyl 3-oxovalerate

Product 1

HCID 66815203HCID 66815203, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Ethyl 3-oxopentanoate (2.5 mL, 17.6 mmole) and pyrrolidine (1.4 mL, 17.1 mmole) were dissolved in benzene and added to a 100 mL flask fitted with a Dean-Stark water separator. The reaction was stirred at reflux for 3 hours. After cooling to room temperature, the solvent was evaporated under reduced pressure and the product was dried in vacuo, affording ethyl 3-(pyrrolidin-1-yl)pent-2-enoate (3.4 g, 98% yield). The product was used without further purification.

Workup

  1. additionadded to a 100 mL flask
  2. temperatureat reflux for 3 hours
  3. customthe solvent was evaporated under reduced pressure
  4. customthe product was dried in vacuo

Sources & evidence

ORD record
ord-ad544b2221ed4d3db1cce9f381f6364d
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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