Benzaldehyde → HCID 13734634, compound

HRID 372031Notes

Reaction equation

HRID 372031 reaction equation
[C:1](#[N:3])[CH3:2].[CH:4](=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl.[CH2:13]([NH2:15])C.[C-]#N.[Na+]>O>[CH2:1]([NH:3][CH:4]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:13]#[N:15])[CH3:2]

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 6342AcetonitrileHCID 8929Sodium CyanideHCID 11198Ethylamine hydrochloride

Product 1

HCID 13734634HCID 13734634, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture consisting of 35 ml of acetonitrile; 10 ml of water; 16.8 g of benzaldehyde; 16 g of ethylamine hydrochloride and 10 g of sodium cyanide is stirred at room temperature for 2 days. It is then diluted with more water and extracted with benzene. The benzene extract is washed several times in the water and then dried over potassium carbonate. The solution is filtered and the filtrate is concentrated under reduced pressure to leave crude 2-ethylamino-2-phenylacetonitrile. This material is reduced with 11.5 g of lithium aluminum hydride in ether, following the procedure and workup already described. There is 10.7 g of β-ethylamino-2-phenylethylamine, dihydrochloride, m.p. 226°-229° C.

Workup

  1. extractionextracted with benzene
  2. extractionThe benzene extract
  3. washis washed several times in the water
  4. dry with materialdried over potassium carbonate
  5. filtrationThe solution is filtered
  6. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-aa3eef45a3c444628acf5f5c80c278ea
Source dataset
uspto-grants-1978_05
Patent number
US04088771

Reaction notes

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