Benzaldehyde → Ethyl 2-benzylideneaminobutyrate

HRID 1376405Notes

Reaction equation

HRID 1376405 reaction equation
C(N(CC)CC)C.Cl.[NH2:9][CH:10]([CH2:16][CH3:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12].[CH:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1(C)C=CC=CC=1>[CH:18](=[N:9][CH:10]([CH2:16][CH3:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 8471TriethylamineHCID 12844023Ethyl 2-Aminobutyrate Hydrochloride

Product 1

HCID 10331026Ethyl 2-benzylideneaminobutyrate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Triethylamine (2 moles) was added to a solution of the product from step (a) (1 mole) in toluene. When addition was complete, benzaldehyde (1 mole) was added. The mixture was azeotroped until no further water was collected, then cooled to room temperature and filtered. The filtrate was evaporated in vacuo to give the desired product as an oil.

Workup

  1. additionWhen addition
  2. customThe mixture was azeotroped until no further water
  3. customwas collected
  4. filtrationfiltered
  5. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-89c46d4389cc41c08eda7e7ab780d595
Source dataset
uspto-grants-1997_09
Patent number
US05663165

Reaction notes

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