Isopropylamine → Ethyl isopropylcarbamate

HRID 1614149Notes

Reaction equation

HRID 1614149 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 of the title compound B.p.: 50°-66° C. (bath temperature) at 1.5 mm 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-c4b86cb71e544e8b954caa45ceb0e6a7
Source dataset
uspto-grants-1993_03
Patent number
US05196408

Reaction notes

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