Isopropylamine → Methyl 5-oxo-1-(propan-2-yl)pyrrolidine-3-carboxylate

HRID 1834806Notes

Reaction equation

HRID 1834806 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[CH3:5][O:6][C:7](=[O:14])[C:8]([CH2:10][C:11](O)=[O:12])=[CH2:9]>C(OCC)C>[C:7]([CH:8]1[CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[C:11](=[O:12])[CH2:10]1)([O:6][CH3:5])=[O:14]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 4613903Butanedioic acid, 2-methylene-, methyl ester

Product 1

HCID 20372066Methyl 5-oxo-1-(propan-2-yl)pyrrolidine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In the course of 30 minutes, 59.1 g (1 mol) of isopropyl amine were added dropwise to 158 g (1 mol) of itaconic acid methyl ester in 120 ml of diethyl ether. When the slightly exothermic reaction had finished, the reaction mixture was allowed to stand for 24 hours at room temperature. Then the solvent was removed in vacuo and the residue was subjected to fractionated vacuum distillation. boiling point: 95-98° C/0.05 mm Hg; nD20 : 1.4680

Workup

  1. customWhen the slightly exothermic reaction
  2. customThen the solvent was removed in vacuo
  3. distillationthe residue was subjected to fractionated vacuum distillation

Sources & evidence

ORD record
ord-301cc6f27425430e92edf203c395480a
Source dataset
uspto-grants-1978_01
Patent number
US04071530

Reaction notes

Loading…