Aminoacetaldehyde dimethyl acetal → HCID 54527212, compound

HRID 1646019Notes

Reaction equation

HRID 1646019 reaction equation
[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH2:5].[CH:8](=O)/[CH:9]=[CH:10]/[CH3:11]>C(O)C>[CH2:8]([NH:5][CH2:4][CH:3]([O:6][CH3:7])[O:2][CH3:1])[CH:9]=[CH:10][CH3:11]

Participants

4

Reactant 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 447466Crotonaldehyde

Product 1

HCID 54527212HCID 54527212, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

200 g of molecular sieve are initially introduced into 1,000 ml of ethanol and 105 g (1 mol) of aminoacetaldehyde dimethyl acetal and70 g (1 mol) of crotonaldehyde are added. The mixture is allowed to stand at room temperature overnight, decanted off from molecular sieve and cooled to 0° C., and 40 g of sodium borohydride are added in 1 g portions. The mixture is then stirred overnight at room temperature and concentrated, the residue is taken up in 500 ml of water and potassium carbonate is added until an organic phase separates. This is extracted using chloroform, dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. additionare added
  2. customdecanted off from molecular sieve
  3. addition40 g of sodium borohydride are added in 1 g portions
  4. concentrationconcentrated
  5. additionpotassium carbonate is added until an organic phase separates
  6. extractionThis is extracted
  7. dry with materialdried over potassium carbonate
  8. concentrationconcentrated
  9. distillationthe residue is distilled

Sources & evidence

ORD record
ord-a945796ef0474d8aafa7a9a4462cd974
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

Loading…