Sodium Sulfate → 2,2-Dimethyl-5-(2-(2-(dimethylamino)ethoxy)ethyl-imino)-3-hexanone

HRID 551716Notes

Reaction equation

HRID 551716 reaction equation
[CH3:1][C:2]([CH3:10])([C:4](=[O:9])[CH2:5][C:6](=O)[CH3:7])[CH3:3].[CH3:11][N:12]([CH3:19])[CH2:13][CH2:14][O:15][CH2:16][CH2:17][NH2:18].S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)C>[CH3:1][C:2]([CH3:10])([C:4](=[O:9])[CH2:5][C:6](=[N:18][CH2:17][CH2:16][O:15][CH2:14][CH2:13][N:12]([CH3:19])[CH3:11])[CH3:7])[CH3:3]

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 817415,5-Dimethylhexane-2,4-dioneHCID 22322041(2-(2-Aminoethoxy)ethyl)dimethylamine

Product 1

HCID 866158372,2-Dimethyl-5-(2-(2-(dimethylamino)ethoxy)ethyl-imino)-3-hexanone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a 100 mL round bottom flask equipped with a magnetic stirrer, 8 g 2,2-dimethylhexane-3,5-dione was combined with 1.1 equivalents of 2-(2-(dimethylamino)ethoxy)ethylamine, anhydrous sodium sulfate and anhydrous diethyl ether and stirred over three days under nitrogen. The ether was removed on a rotary evaporator and the residue was vacuum distilled through a Vigreux column to yield 9.7 g of product.

Workup

  1. customIn a 100 mL round bottom flask equipped with a magnetic stirrer
  2. customThe ether was removed on a rotary evaporator
  3. distillationdistilled through a Vigreux column

Sources & evidence

ORD record
ord-b7e2ec1a87834682a9324d26ab859363
Source dataset
uspto-grants-2011_05
Patent number
US07947814B2

Reaction notes

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