Sodium Hydroxide → N-[2-(Dimethylamino)ethyl]acrylamide

Reaction equation

[CH3:1][N:2]([CH3:12])[CH2:3][CH2:4][NH:5][C:6](=[O:11])[CH2:7][CH2:8]OC.[OH-].[Na+]>>[CH3:1][N:2]([CH3:12])[CH2:3][CH2:4][NH:5][C:6](=[O:11])[CH:7]=[CH2:8]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 2030583674302-23-1

Product 1

HCID 70218N-[2-(Dimethylamino)ethyl]acrylamide

Procedure

174.2 g (1.0 mole) of N-(2-dimethylaminoethyl)-3-methoxypropionamide (according to Example 17) are heated with 1.5 g of sodium hydroxide in a high vacuum at 90° to 110° C. Within about 30 minutes the methanol is split off, vigorous foaming occurring. The temperature is increased and 85 g (0.6 mole=60% of the theoretical yield) of colorless oil having a Bp0.1 of 85°-90° C. are distilled off.

Workup

customWithin about 30 minutes the methanol is split off
temperatureThe temperature is increased
custom85 g (0.6 mole=60% of the theoretical yield) of colorless oil
customa Bp0.1 of 85°-90° C.
distillationare distilled off

Sources & evidence

ORD record: ord-d258cf40b583466fb826c43a4af6a163
Source dataset: uspto-grants-1980_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04237067

Reaction notes

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