Chloroform → 1-Isopropyl-3,3,5,5-tetramethyl-2-piperazinone

HRID 848832

Reaction equation

HRID 848832 reaction equation
[CH:1]([NH:4][CH2:5][C:6]([CH3:9])([NH2:8])[CH3:7])([CH3:3])[CH3:2].[CH:10](Cl)(Cl)Cl.C(N(C[CH2:24][CH2:25][CH3:26])CCCC)CCC.[OH-:27].[Na+]>CC(C)=O>[CH:1]([N:4]1[CH2:10][C:25]([CH3:24])([CH3:26])[NH:8][C:6]([CH3:9])([CH3:7])[C:5]1=[O:27])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 7622TributylamineHCID 14798Sodium HydroxideHCID 795322-Amino-1,1-dimethylethylisopropylamine

Product 1

HCID 125809921-Isopropyl-3,3,5,5-tetramethyl-2-piperazinone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In a 1 liter flask cooled in an ice-bath, put 1 g mol of N1 -isopropyl-2-methyl-1,2-propanediamine, 1.25 g mols of chloroform, and, 1.25 g mols of acetone. Add about 5% by wt tributylamine as the phase transfer catalyst, and slowly drip into the flask about 3 g mols of 50% aqueous NaOH solution, while stirring. Upon working up the reaction product in a conventional manner, a reaction product is obtained which is predominantly the compound represented by the structural formula immediately hereinabove. A minor amount of N1 -isopropyl-3,3,6,6-tetramethyl-piperazin-2-one is also recovered.

Workup

  1. temperatureIn a 1 liter flask cooled in an ice-bath
  2. customa reaction product is obtained which
  3. customA minor amount of N1 -isopropyl-3,3,6,6-tetramethyl-piperazin-2-one is also recovered

Sources & evidence

ORD record
ord-deb9075a1fd4438a8105e07266b8284d
Source dataset
uspto-grants-1981_10
Patent number
US04297497

Linked notes

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