Dimethylamine → HCID 19084838, compound

HRID 962393Notes

Reaction equation

HRID 962393 reaction equation
[O:1]=[C:2]([CH:8]=[CH2:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:10][NH:11][CH3:12]>CCOCC>[CH3:10][N:11]([CH2:9][CH2:8][C:2](=[O:1])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH3:12]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 11018884HCID 11018884, compound

Product 1

HCID 19084838HCID 19084838, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred solution of 12.8 g (0.10 mole) of ethyl 2-oxo-3-butenoate in 200 ml of anhydrous ether under a nitrogen atmosphere (in an ice bath) is added over about 1 hr. a cold solution of 4.5 g (0.10 mole) of dimethylamine in 200 ml of anhydrous ether. The reaction is stirred at 0° for several hours, and then at 20°-25° for one day. The solvent is removed, and the resulting crude product is purified by flash chromatography on silica gel using chloroform/methanol as eluant.

Workup

  1. customThe solvent is removed
  2. customthe resulting crude product is purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-65a9b4977ba144628c9d37f7df2fff1f
Source dataset
uspto-grants-1998_06
Patent number
US05760021

Reaction notes

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