Allylamine → HCID 19100951, compound

HRID 1460764Notes

Reaction equation

HRID 1460764 reaction equation
[CH3:1][O:2][CH:3]([O:7][CH3:8])[C:4]([CH3:6])=O.[CH2:9]([NH2:12])[CH:10]=[CH2:11].[BH4-].[Na+]>C(O)C>[CH2:9]([NH:12][CH:4]([CH3:6])[CH:3]([O:7][CH3:8])[O:2][CH3:1])[CH:10]=[CH2:11]

Participants

5

Reactant 3

HCID 7853AllylamineHCID 80650Pyruvic aldehyde dimethyl acetalHCID 4311764Sodium borohydride

Product 1

HCID 19100951HCID 19100951, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

20 g of molecular sieve are added to 12 g (0.1 mol) of 1,1-dimethoxyacetone in 100 ml of ethanol and 7 g (0.12 mol) of allylamine are then added dropwise. The mixture is allowed to stand overnight at room temperature, decanted from the molecular sieve and cooled in an ice-bath to 0° C., and 4 g (0.1 mol) of sodium borohydride are added in small portions. The mixture is stirred overnight at room temperature and concentrated, the residue is taken up in 100 ml of water, and the mixture is saturated with potassium carbonate and extracted five times with 100 ml of chloroform each time. The extracts are dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. additionare then added dropwise
  2. customdecanted from the molecular sieve
  3. concentrationconcentrated
  4. extractionextracted five times with 100 ml of chloroform each time
  5. dry with materialThe extracts are dried over potassium carbonate
  6. concentrationconcentrated
  7. distillationthe residue is distilled

Sources & evidence

ORD record
ord-51ae665233d544268e48482cd07b83df
Source dataset
uspto-grants-1991_12
Patent number
US05071999

Reaction notes

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