Hydrochloric Acid → Ethyl 3-ethoxy-3-iminopropionate hydrochloride

HRID 1753106Notes

Reaction equation

HRID 1753106 reaction equation
[ClH:1].[C:2]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])#[N:3].[CH2:10]([OH:12])[CH3:11]>CCOCC>[ClH:1].[CH2:10]([O:12][C:2](=[NH:3])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 7764Ethyl cyanoacetate

Product 1

HCID 75345Ethyl 3-ethoxy-3-iminopropionate hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Dry gaseous HCl was passed through a mixture of ethyl cyanoacetate (18 g, 0.185 mol) and ethanol (9.3 mL) in absolute ether (200 mL) over 1 hour. After standing for 48 hours in a refrigerator, the resulting precipitate was filtered off, washed with anhydrous ether, and dried to afford the title compound that was taken directly on to the next step (29 g, 90%).

Workup

  1. filtrationthe resulting precipitate was filtered off
  2. washwashed with anhydrous ether
  3. customdried

Sources & evidence

ORD record
ord-16a871ec970e4f9b8daf33884cbf3835
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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