Phenethylamine → [(2-Phenylethyl)amino]acetonitrile

HRID 533175Notes

Reaction equation

HRID 533175 reaction equation
Cl[CH2:2][C:3]#[N:4].[CH2:5]([NH2:13])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[CH2:5]([NH:13][CH2:2][C:3]#[N:4])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 1001PhenethylamineHCID 7856ChloroacetonitrileHCID 11430Potassium Carbonate

Product 1

HCID 14781044[(2-Phenylethyl)amino]acetonitrile

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

Chloro-acetonitrile (1.5) eq was added to a solution of phenethylamine (1 eq) and K2CO3 (2 eq) in CH3CN. The mixture was stirred at 60° C. for 4 hrs. After completion of the reaction, the mixture was filtered and the filtrate was concentrated under reduced pressure. Purification by flash chromatography gave the expected compound.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customPurification by flash chromatography

Sources & evidence

ORD record
ord-7664e4d677f14b10810ea3aa313d3681
Source dataset
uspto-grants-2014_10
Patent number
US08853240B2

Reaction notes

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