Ethyl propiolate → HCID 87180103, compound

HRID 1406402Notes

Reaction equation

HRID 1406402 reaction equation
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[C:2]#[CH:3].[NH2:8]/[C:9](/[CH3:16])=[CH:10]\[C:11]([O:13][CH2:14][CH3:15])=[O:12]>>[CH2:6]([O:5][C:1](=[O:4])/[CH:2]=[CH:3]/[C:10](=[C:9](/[NH2:8])\[CH3:16])/[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH3:7]

Participants

3

Reactant 2

HCID 12182Ethyl propiolateHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-

Product 1

HCID 87180103HCID 87180103, compound

Conditions

Temperature
90 °C

Procedure

Ethyl propiolate (39.2 g, 41 mL, 400 mmol) was added to ethyl 3-aminocrotonate (51.75 g, 400 mmol) and the mixture heated at 90° C. for 90 minutes to give a dark red oil. The mixture was allowed to cool, to give the product as a dark orange solid, 87.0 g (96%).

Workup

  1. customto give a dark red oil
  2. temperatureto cool

Sources & evidence

ORD record
ord-ba5feda558354e9c8dfbbc102b45053b
Source dataset
uspto-grants-2014_12
Patent number
US08916591B2

Reaction notes

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