2-Aminopropanol → Ethyl 3-[(1-hydroxypropan-2-yl)amino]prop-2-enoate

HRID 2396397Notes

Reaction equation

HRID 2396397 reaction equation
[NH2:1][CH:2]([CH3:5])[CH2:3][OH:4].[C:6]([O:10][CH2:11][CH3:12])(=[O:9])[C:7]#[CH:8]>CN(C)C=O>[OH:4][CH2:3][CH:2]([NH:1][CH:8]=[CH:7][C:6]([O:10][CH2:11][CH3:12])=[O:9])[CH3:5]

Participants

4

Reactant 2

HCID 51262-AminopropanolHCID 12182Ethyl propiolate

Product 1

HCID 53420486Ethyl 3-[(1-hydroxypropan-2-yl)amino]prop-2-enoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.76 g (50 mmol) of 2-amino-1-propanol (III: R=methyl) was added to 100 ml of dimethylformamide and cooled. To this, 4.91 g (50 mmol) of ethyl propiolate (II, R1 =ethyl) was slowly added dropwise. The reactant mixture was stirred at not more than 5° C. for 6 hours and further stirred at room temperature for 2 hour.

Workup

  1. temperaturecooled
  2. stirringfurther stirred at room temperature for 2 hour

Sources & evidence

ORD record
ord-fa6e902006b14c4099f83f38ea7e5baf
Source dataset
uspto-grants-1996_02
Patent number
US05491251

Reaction notes

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