Sodium Hydroxide → N-(3-(Dimethylamino)-2,2-dimethylpropyl)acrylamide

HRID 370748Notes

Reaction equation

HRID 370748 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][C:4]([CH3:14])([CH3:13])[CH2:5][NH:6][C:7](=[O:12])[CH2:8][CH2:9]OC.[OH-].[Na+]>>[CH3:15][N:2]([CH3:1])[CH2:3][C:4]([CH3:14])([CH3:13])[CH2:5][NH:6][C:7](=[O:12])[CH:8]=[CH2:9]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 85994126HCID 85994126, compound

Product 1

HCID 88388N-(3-(Dimethylamino)-2,2-dimethylpropyl)acrylamide

Conditions

Temperature
300 °C

Procedure

A total of 820 g (3.8 moles) N-(N',N',2,2-tetramethyl-3-aminopropyl)-3-methoxypropionamide was fed continuously to an evaporator flask heated to 170° to 180° C., and the vapors were conducted under a vacuum of 14 millibars to a reaction tube 1 meter long and 3 cm in diameter which was heated externally, by means of a strip heater, to 300° C. and was filled with alumina beads impregnated with 10% sodium hydroxide. With a head temperature ranging from 150° to 220° C., about 475 g of a yellow oil was collected over a period of 2 hours, which for further purification was distilled once more in a high vacuum. 383 g (2.1 moles=52% of theory, based on 3-methoxypropionamide) of a product having a boiling point0.2 of 98° to 102° C. was obtained.

Workup

  1. temperatureheated to 170° to 180° C.
  2. customthe vapors were conducted under a vacuum of 14 millibars to a reaction tube
  3. additionwas filled with alumina
  4. customranging from 150° to 220° C.
  5. customabout 475 g of a yellow oil was collected over a period of 2 hours
  6. customwhich for further purification
  7. distillationwas distilled once more in a high vacuum
  8. customa boiling point0.2 of 98° to 102° C.
  9. customwas obtained

Sources & evidence

ORD record
ord-89b267291a904b3b9f8afc05ef9d0d58
Source dataset
uspto-grants-1985_07
Patent number
US04528350

Reaction notes

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