Ethylamine → N-(1,3-dioxolan-2-yl)methyl ethylamine

HRID 1763765Notes

Reaction equation

HRID 1763765 reaction equation
Br[CH2:2][CH:3]1[O:7][CH2:6][CH2:5][O:4]1.[CH2:8]([NH2:10])[CH3:9].[OH-].[Na+]>>[CH2:8]([NH:10][CH2:2][CH:3]1[O:7][CH2:6][CH2:5][O:4]1)[CH3:9]

Participants

4

Procedure

2-Bromomethyl-1,3-dioxolane (15 grams; 0.09 mole) and ethylamine (74 ml; 1.65 mole) were charged into a Parr Shaker. The shaker was sealed and was heated with an infra-red lamp to a pressure of about 50 p.s.i. Heating was stopped and the reaction mixture was shaken for a period of about 1/2 hour. After this time aqueous sodium hydroxide (12 ml; 50% concentration) was added to the reaction mixture with stirring. The organic phase was then separated from the aqueous phase, was dried over anhydrous magnesium sulfate and distilled under reduced pressure to yield the desired product N-ethyl-N-(1,3-dioxolan-2-ylmethyl)amine as an oil.

Workup

  1. customThe shaker was sealed
  2. temperaturewas heated with an infra-red lamp to a pressure of about 50 p.s.i
  3. temperatureHeating
  4. stirringwith stirring
  5. customThe organic phase was then separated from the aqueous phase
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-7b6f8ebbc7da49baa0c83be7907068da
Source dataset
uspto-grants-1978_09
Patent number
US04113464

Reaction notes

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