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Dimethylamine → Ethyl 3-(N,N-dimethylamino)acrylate

HRID 1086627
Notes
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Reaction equation

HRID 1086627 reaction equation
[CH3:1][NH:2][CH3:3].[CH:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=O.[Na]>C1(C)C=CC=CC=1>[CH3:1][N:2]([CH3:3])[CH:4]=[CH:6][C:7]([O:9][CH2:10][CH3:11])=[O:8]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 674DimethylamineHCID 86593876Sodium ethyl formylacetate

Product 1

HCID 121015Ethyl 3-(N,N-dimethylamino)acrylateYield 91.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
20 °C

Procedure

13.1 g (0.29 mol) of dimethylamine were introduced into a suspension of 40 g (0.29 mol) of sodium ethyl formylacetate in 50 ml of toluene and 50 ml of ethanol. HCl gas was then introduced until the point of neutrality was reached and the mixture was stirred at 20° C. for 2 h. After filtering off the precipitate with suction, the mixture was worked up in a customary manner. Ethyl β-dimethylaminoacrylate was obtained in a yield of 91.6%.

Workup

  1. additionwas then introduced until the point of neutrality
  2. filtrationAfter filtering off the precipitate with suction

Sources & evidence

ORD record
ord-9078f70fac4248ec96ff214ca2fa8560
Source dataset
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05030747

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes