Hydrochloric Acid → Ethyl beta-amino-beta-ethoxyacrylate hydrochloride

HRID 464780

Reaction equation

HRID 464780 reaction equation
[C:1]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[ClH:9].C[O:11][C:12](C)(C)[CH3:13]>C(O)C>[ClH:9].[NH2:2][C:1]([O:11][CH2:12][CH3:13])=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7764Ethyl cyanoacetateHCID 15413tert-Butyl methyl ether

Product 1

HCID 53395434Ethyl beta-amino-beta-ethoxyacrylate hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 226 g of ethyl cyanoacetate in 200 ml of absolute ethanol is saturated by introducing hydrochloric acid gas at 0°. The mixture is stirred at 0° overnight and then 1.5 l of tert.butyl methyl ether are added thereto. The ethyl β-amino-β-ethoxyacrylate hydrochloride which thereby precipitates is filtered off under suction, washed portionwise with 0.5 l of tert.butyl methyl ether and dried at 35° in vacuo. There is obtained ethyl β-amino-β-ethoxyacrylate hydrochloride, melting point 103°-104°.

Workup

  1. customThe ethyl β-amino-β-ethoxyacrylate hydrochloride which thereby precipitates
  2. filtrationis filtered off under suction
  3. washwashed portionwise with 0.5 l of tert.butyl methyl ether
  4. customdried at 35° in vacuo

Sources & evidence

ORD record
ord-e155882b0fa7469fa0377d662f9667dc
Source dataset
uspto-grants-1985_10
Patent number
US04549019

Linked notes

Loading…