Allylamine → HCID 19100951, compound

HRID 1590138Notes

Reaction equation

HRID 1590138 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, the liquid phase is decanted off from the molecular sieve and cooled to 0° C. in an ice-bath, and 4 g (0.1 mol) of sodium borohydride are added in small portions. The mixture is stirred overnight at room temperature, concentrated and taken up in 100 ml of water, and this mixture is saturated with potassium carbonate and extracted five times using 100 ml portions of chloroform. The extracts are dried over potassium carbonate, concentrated and distilled.

Workup

  1. additionare then added dropwise
  2. customthe liquid phase is decanted off from the molecular sieve
  3. concentrationconcentrated
  4. extractionextracted five times
  5. dry with materialThe extracts are dried over potassium carbonate
  6. concentrationconcentrated
  7. distillationdistilled

Sources & evidence

ORD record
ord-ab7a95c7dcc74c2faeac3b0a742be355
Source dataset
uspto-grants-1993_04
Patent number
US05202337

Reaction notes

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