Sodium Hydroxide → HCID 19855560, compound

HRID 1649974Notes

Reaction equation

HRID 1649974 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][CH2:10][CH:11](Cl)[CH3:12].[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]1[CH2:10][CH:11]1[CH3:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13674776HCID 13674776, compound

Product 1

HCID 19855560HCID 19855560, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

22.8 g (0.115 moles) of 1-(2,6-dimethylphenyl-amino)-2-chloro-propane, prepared as described in Step (a) of Example 11, are dissolved in 300 ml of ethanol. 50 ml of a 10 n aqueous sodium hydroxide solution are added, and the mixture is boiled for one hour. The mixture is allowed to cool, poured onto 500 ml of ice water, and the resulting mixture is extracted thrice with 100 ml of chloroform, each. The chloroform solutions are combined, washed thrice with 100 ml of water, each, dried over anhydrous magnesium sulfate, and the solvent is evaporated under reduced pressure. The oily residue is distilled under reduced pressure. 15.9 g (86.2%) of 1-(2,6-dimethylphenyl)-2-methyl-aziridine are obtained; b.p.: 70°-74° C./40 Pa.

Workup

  1. temperatureto cool
  2. extractionthe resulting mixture is extracted thrice with 100 ml of chloroform
  3. washwashed thrice with 100 ml of water
  4. dry with materialeach, dried over anhydrous magnesium sulfate
  5. customthe solvent is evaporated under reduced pressure
  6. distillationThe oily residue is distilled under reduced pressure

Sources & evidence

ORD record
ord-363c952c5e2e485baaf59f240280450e
Source dataset
uspto-grants-1990_05
Patent number
US04922021

Reaction notes

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