Isopropylamine → Ethyl isopropylcarbamate

HRID 2396078Notes

Reaction equation

HRID 2396078 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[CH:7]([NH2:10])([CH3:9])[CH3:8]>CCOCC>[CH3:8][CH:7]([NH:10][C:2](=[O:3])[O:4][CH2:5][CH3:6])[CH3:9]

Participants

4

Procedure

To a solution of ethyl chloroformate (21.7 g, 0.2 mol) in 200 ml ether cooled to 0° C. was added dropwise 35.7 ml of isopropylamine with stirring and cooling. After complete addition of the amine, the reaction mixture was stirred at room temperature for an additional 0.5 hour. The reaction mixture was filtered, and the ether solution was washed with water, and dried over magnesium sulfate. Evaporation of the ether and distillation of the residue in a Kugelrohr apparatus resulted in 22.6 g ofthe title compound S.p.: 50°-66° C. (bath temperature) at 1.5mm Hg.

Workup

  1. temperaturecooling
  2. stirringthe reaction mixture was stirred at room temperature for an additional 0.5 hour
  3. filtrationThe reaction mixture was filtered
  4. washthe ether solution was washed with water
  5. dry with materialdried over magnesium sulfate
  6. customEvaporation of the ether and distillation of the residue in a Kugelrohr apparatus

Sources & evidence

ORD record
ord-9a84f54936a24b79b0915cd161b873e1
Source dataset
uspto-grants-1996_02
Patent number
US05491162

Reaction notes

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