Water → N-(2-phenylethyl)acetamide

HRID 1032277Notes

Reaction equation

HRID 1032277 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:10])[CH3:9].[C:12]1([CH2:18][CH2:19][NH2:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O>ClCCl>[C:8]([NH:20][CH2:19][CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:10])[CH3:9]

Participants

6

Reactant 4

HCID 962WaterHCID 1001PhenethylamineHCID 6367Acetyl chlorideHCID 8471Triethylamine

Product 1

HCID 70143N-(2-phenylethyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (1.26 ml, 9.08 mmol), followed by acetyl chloride (0.64 ml, 9.08 mmol) was added to a solution of 2-phenylethylamine (1.04 ml, 8.25 mmol) in dichloromethane (16 ml) at 0° . After 2 hours, the solution was poured into water and extracted thoroughly with ethyl ether. Evaporation of the dried (magnesium sulfate) extracts gave an oil, which was purified on silica using 80% ethyl acetate/hexane. The title amide was obtained as a colorless solid.

Workup

  1. extractionextracted thoroughly with ethyl ether
  2. customEvaporation of the
  3. dry with materialdried (magnesium sulfate)
  4. customextracts gave an oil, which
  5. customwas purified on silica using 80% ethyl acetate/hexane

Sources & evidence

ORD record
ord-c1b9f83163034a289d0ef8c99709a301
Source dataset
uspto-grants-1990_09
Patent number
US04957917

Reaction notes

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