Potassium Carbonate → Ethyl 2-(1-ethoxyethylideneamino)acetate

HRID 602819Notes

Reaction equation

HRID 602819 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:8])[CH2:6][NH2:7])[CH3:3].Cl.[CH2:10]([O:12][C:13](=N)[CH3:14])[CH3:11].C([O-])([O-])=O.[K+].[K+]>C(OCC)C>[CH2:2]([O:4][C:5](=[O:8])[CH2:6][N:7]=[C:10]([O:12][CH2:13][CH3:14])[CH3:11])[CH3:3]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2723640Glycine ethyl ester, hydrochlorideHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)

Product 1

HCID 295983Ethyl 2-(1-ethoxyethylideneamino)acetateYield 72%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

17.140 g (0.123 mol) of aminoacetic acid ethyl ester hydrochloride and 15.175 g (0.123 mol, 1 eq) of acetimidic acid ethyl ester hydrochloride were stirred in solution in 300 mL ice cold water. 200 mL diethyl ether and then 16.97 g (0.123 mol, 1 eq) K2CO3 were added. The reaction mixture was stirred for 10 minutes. The organic phase was separated and dried over Na2SO4, filtered and evaporated to dryness to yield to 15.229 g (72%) of (1-ethoxy-ethylideneamino)-acetic acid ethyl ester as a light yellow oil.

Workup

  1. customThe organic phase was separated
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-62ce4f1e436c430c9751214f906e37c9
Source dataset
uspto-grants-2011_03
Patent number
US07906546B2

Reaction notes

Loading…