Phenethylamine → N-(2-phenylethyl)acetamide

HRID 1264889Notes

Reaction equation

HRID 1264889 reaction equation
[CH2:1]([NH2:9])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:17](Cl)(=[O:19])[CH3:18]>ClCCl>[C:3]1([CH2:2][CH2:1][NH:9][C:17](=[O:19])[CH3:18])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 1001PhenethylamineHCID 6367Acetyl chlorideHCID 8471Triethylamine

Product 1

HCID 70143N-(2-phenylethyl)acetamideYield 93.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

After phenethylamine (37.8 ml, 0.3mol) and triethylamine (42 ml, 0.3mol) were dissolved in dichloromethane (200 ml), acetyl chloride (20.7 ml, 0.3mol) was dropwise added thereto, while maintaining the reaction temperature below 0° C. The resulting solution was stirred for 10 minutes at room temperature, washed with water dried over anhydrous magnesium sulfate, and concentrated in vacuo to give 45.8 g of the titled compound as a white solid.

Workup

  1. temperaturewhile maintaining the reaction temperature below 0° C
  2. washwashed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8875aed85fdd4dfa8ec12e76b123cc30
Source dataset
uspto-grants-2003_04
Patent number
US06545008B1

Reaction notes

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