Aminoacetaldehyde dimethyl acetal → HCID 54527212, compound

HRID 1460790Notes

Reaction equation

HRID 1460790 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 and 70 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-58fa389b10664b189a2b16156ab48eac
Source dataset
uspto-grants-1991_12
Patent number
US05071999

Reaction notes

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