Succinic Acid → HCID 20673046, compound

HRID 1386529Notes

Reaction equation

HRID 1386529 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[CH3:8][O:9][CH:10]([O:13][CH3:14])[CH2:11][NH2:12].[OH-].[Na+].C(O)(=O)CCC(O)=O>C(Cl)Cl>[CH3:8][O:9][CH:10]([O:13][CH3:14])[CH2:11][NH:12][C:4](=[O:5])[CH2:3][CH2:2][C:1]([OH:6])=[O:7]

Participants

6

Reactant 4

HCID 1110Succinic AcidHCID 7922Succinic anhydrideHCID 14798Sodium HydroxideHCID 89728Aminoacetaldehyde dimethyl acetal

Product 1

HCID 20673046HCID 20673046, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

50.4 g (0.5 mol) of freshly distilled succinic anhydride are dispersed in 100 ml of methylene chloride. 52.75 g (0.5 mol) of aminoacetaldehyde dimethyl acetal are added, and the mixture is boiled under reflux. After 30 minutes, the homogeneous solution is evaporated in vacuo and freed from solvent at 60° C. under a high vacuum, giving a viscous oil which, according to titration with sodium hydroxide solution, has a purity of 99A %. NMR data: 2.63 ppm (m) 4 methylene protons of succinic acid, 3.42 ppm (s) 6 methoxy protons, 4.42 ppm (t) 1 acetal proton, 3.6 ppm (d) 2 methylene protons, 6.60 ppm (t) 1 amide proton, 9.79 ppm 1 acid proton

Workup

  1. temperatureunder reflux
  2. customthe homogeneous solution is evaporated in vacuo
  3. customfreed from solvent at 60° C. under a high vacuum
  4. customgiving a viscous oil which

Sources & evidence

ORD record
ord-3a9f482556d1468ca556f8b011ab5013
Source dataset
uspto-grants-2001_07
Patent number
US06265509B1

Reaction notes

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