Hydrochloric Acid → Propanoic acid, 3-ethoxy-3-imino-, ethyl ester

HRID 1771118Notes

Reaction equation

HRID 1771118 reaction equation
[CH2:1]([O:3][C:4](=[O:8])[CH2:5][C:6]#[N:7])[CH3:2].Cl.[CH2:10]([OH:12])[CH3:11]>>[CH2:1]([O:3][C:4](=[O:8])[CH2:5][C:6]([O:12][CH2:10][CH3:11])=[NH:7])[CH3:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 7764Ethyl cyanoacetate

Product 1

HCID 75346Propanoic acid, 3-ethoxy-3-imino-, ethyl esterYield 91.6%

Conditions

Temperature
0 °C

Procedure

113 g 2-cyanoacetic acid ethyl ester (1 mol) and 1000 mL anhydrous ethyl alcohol were added to a three-necked bottle, into which hydrogen chloride gas was bubbled with stirring at 0° C. After 4 hours, a lot of white solid were isolated and the reaction was stopped. After sucking filtration and drying, 60.0 g white solid was obtained. Yield: 91.6%, MS: 160 (M+1).

Workup

  1. customwas bubbled
  2. customa lot of white solid were isolated
  3. filtrationfiltration
  4. customdrying

Sources & evidence

ORD record
ord-de12c632508a46d88f2c6ece429ccaf5
Source dataset
uspto-grants-2016_02
Patent number
US09249106B2

Reaction notes

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