Sodium Hydroxide → 3-But-3-enylaminopropionaldehyde

HRID 1580022Notes

Reaction equation

HRID 1580022 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH:3]=[CH2:4].Br[CH2:7][CH2:8][CH:9]=[O:10].[OH-].[Na+]>CO>[CH2:1]([NH:5][CH2:7][CH2:8][CH:9]=[O:10])[CH2:2][CH:3]=[CH2:4]

Participants

5

Procedure

But-3-enylamine (1.0 mole), the diethyl acetal of 3-bromopropionaldehyde (1.0 mole) and methanol (100 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated at reflux with stirring for a period of about 6 hours. After this time the reaction mixture is cooled to room temperature and sodium hydroxide (20 grams) is added. The reaction mixture is then stirred for an additional period of about 16 hours. The mixture is then filtered and the filtrate is distilled to yield the desired product the diethyl acetal of 3-but-3-enylaminopropionaldehyde.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture is heated
  4. temperatureat reflux
  5. stirringThe reaction mixture is then stirred for an additional period of about 16 hours
  6. filtrationThe mixture is then filtered
  7. distillationthe filtrate is distilled

Sources & evidence

ORD record
ord-ad210735a9b048b695ff957df20701fa
Source dataset
uspto-grants-1976_01
Patent number
US03932410

Reaction notes

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