Sodium Hydroxide → HCID 20324635, compound

HRID 838813Notes

Reaction equation

HRID 838813 reaction equation
[CH3:1][C:2]([NH2:6])([CH3:5])[C:3]#[CH:4].Br[CH2:8][CH:9]=[O:10].[OH-].[Na+]>CO>[CH3:1][C:2]([NH:6][CH2:8][CH:9]=[O:10])([CH3:5])[C:3]#[CH:4]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 763193-Butyn-2-amine, 2-methyl-HCID 105131Acetaldehyde, bromo-

Product 1

HCID 20324635HCID 20324635, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1,1-Dimethylprop-2-ynylamine (2.0 mole), the diethyl acetal of 2-bromoacetaldehyde (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 2-(1,1-dimethylprop-2-ynylamino)acetaldehyde.

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-40b1378551fd4a59aa3561a0be7ce392
Source dataset
uspto-grants-1978_06
Patent number
US04093443

Reaction notes

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