Hexylamine → 2-Hexylamino-3-methoxypropionaldehyde

HRID 2083605Notes

Reaction equation

HRID 2083605 reaction equation
Cl[CH:2]([CH2:5][O:6][CH3:7])[CH:3]=[O:4].[CH2:8]([NH2:14])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]>C1(C)C=CC=CC=1>[CH2:8]([NH:14][CH:2]([CH2:5][O:6][CH3:7])[CH:3]=[O:4])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 8102HexylamineHCID 145297052-Chloro-3-methoxypropionaldehyde

Product 1

HCID 203570292-Hexylamino-3-methoxypropionaldehyde

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The dimethyl acetal of 2-chloro-3-methoxypropionaldehyde (0.1 mole) and toluene (75 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. Hexylamine (0.22 mole) is added to the reaction mixture with stirring at room temperature. Stirring is continued fo a period of about 15 minutes. After this time the reaction mixture is heated at reflux for a period of about 1 hour. The reaction mixture is then cooled to room temperature and filtered. The filtrate is stripped of toluene and unreacted starting material under reduced pressure to yield the desired product the dimethyl acetal of 2-hexylamino-3-methoxypropionaldehyde as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. stirringStirring
  4. temperatureAfter this time the reaction mixture is heated
  5. temperatureat reflux for a period of about 1 hour
  6. temperatureThe reaction mixture is then cooled to room temperature
  7. filtrationfiltered

Sources & evidence

ORD record
ord-314d38966e6b4b97a94a87f1b612027c
Source dataset
uspto-grants-1978_04
Patent number
US04086238

Reaction notes

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