Isobutyraldehyde → 3-ethyl-2-(propan-2-yl)-1,3-oxazolidine

HRID 1106128Notes

Reaction equation

HRID 1106128 reaction equation
[CH:1](=[O:5])[CH:2]([CH3:4])[CH3:3].[CH2:6]([NH:8][CH2:9][CH2:10]O)[CH3:7]>C1C=CC=CC=1>[CH:2]([CH:1]1[N:8]([CH2:9][CH3:10])[CH2:6][CH2:7][O:5]1)([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 6561IsobutyraldehydeHCID 80722-(Ethylamino)ethanol

Product 1

HCID 2588383-ethyl-2-(propan-2-yl)-1,3-oxazolidine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Iso-butyraldehyde (11.1 g; 0.15 moles) was added slowly over a period of 1 hour to N-ethyl-2-hydroxyethylamine (13.3 g; 0.15 moles) at a temperature of 25°-30° C. Benzene (100 ml) was then added, and the resulting solution was heated to reflux. Continuous azeotropic distillation removed 2.8 ml of water. The benzene was then removed by vacuum distillation to give the desired 2-isopropyl-3-ethyl-1,3-oxazolidine as a yellow liquid.

Workup

  1. temperaturethe resulting solution was heated to reflux
  2. distillationContinuous azeotropic distillation
  3. customremoved 2.8 ml of water
  4. customThe benzene was then removed by vacuum distillation

Sources & evidence

ORD record
ord-9b4f380f3806411aab25c8692a8df7e9
Source dataset
uspto-grants-1982_01
Patent number
US04311827

Reaction notes

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