Phenethylamine → N-(2-phenylethyl)acetamide

HRID 2248132Notes

Reaction equation

HRID 2248132 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH2:8]([NH2:16])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[C:5]([NH:16][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 7918Acetic Anhydride

Product 1

HCID 70143N-(2-phenylethyl)acetamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

350 ml. (3.14 mol) Acetic anhydride are added dropwise within the course of 50 minutes to a solution of 376 ml. (3.0 mol) phenethylamine in 1.5 liters toluene, the temperature thereby increasing to 68° C. The reaction mixture is heated under reflux for 1 hour, the toluene is evaporated off in a high vacuum and the residue is distilled at 1.5 mm.Hg. Yield 475 g. (97% of theory); b.p. 162°-166° C./1.5 mm.Hg; m.p. 50°-52° C.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 1 hour
  3. customthe toluene is evaporated off in a high vacuum
  4. distillationthe residue is distilled at 1.5 mm.Hg

Sources & evidence

ORD record
ord-4a452e05d178483392dd2d09066b7e56
Source dataset
uspto-grants-1991_08
Patent number
US05037990

Reaction notes

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