2-Aminoheptane → 2-(1-Methylhexylamino)acetaldehyde

HRID 1763782Notes

Reaction equation

HRID 1763782 reaction equation
Br[CH2:2][CH:3]=[O:4].[CH3:5][CH:6]([NH2:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[OH-].[Na+]>O>[CH3:5][CH:6]([NH:12][CH2:2][CH:3]=[O:4])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

5

Conditions

Temperature
100 °C

Procedure

The diethylacetal of 2-bromoacetaldehyde (40 grams) and 1-methylhexylamine (50 grams) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated at a temperature of about 100° C. for a period of about 3 hours. After this time sodium hydroxide (10 grams) dissolved in water (100 ml) was added and the resulting mixture stirred for about 30 minutes. The reaction mixture was then extracted with ether. The ether extract was separated, dried over magnesium sulfate, filtered and stripped of solvent under reduced pressure to yield the desired product the diethylacetal of 2-(1-methylhexylamino)acetaldehyde having a boiling point of 110° C. at 1 mm of Hg pressure.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. additionwas added
  4. extractionThe reaction mixture was then extracted with ether
  5. extractionThe ether extract
  6. customwas separated
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered

Sources & evidence

ORD record
ord-2a04b1ce25bc493a8f32d6d431d94c9d
Source dataset
uspto-grants-1978_09
Patent number
US04113464

Reaction notes

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