Propylamine → N-(1-propyl)-4-acetoxyphenylacetamide

HRID 1708003Notes

Reaction equation

HRID 1708003 reaction equation
[CH2:1]([NH2:4])[CH2:2][CH3:3].[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16](Cl)=[O:17])=[CH:11][CH:10]=1)(=[O:7])[CH3:6]>O.C(OCC)C>[CH2:1]([NH:4][C:16](=[O:17])[CH2:15][C:12]1[CH:11]=[CH:10][C:9]([O:8][C:5](=[O:7])[CH3:6])=[CH:14][CH:13]=1)[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 7852PropylamineHCID 182488Benzeneacetyl chloride, 4-(acetyloxy)-

Product 1

HCID 15730061N-(1-propyl)-4-acetoxyphenylacetamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To an ice-cold solution of 1-propylamine (9 g) in water (50 ml) was added solution of 4-acetoxyphenylacetyl chloride (10.6 g) in diethyl ether (100 ml), keeping the temperature of the mixture between 15° and 25° C. with external cooling. The ether layer was separated, washed with brine and evaporated to give N-(1-propyl)-4-acetoxyphenylacetamide as a pale yellow oil, essentially pure by TLC, which was used without further purification or characterisation.

Workup

  1. customthe temperature of the mixture between 15° and 25° C.
  2. customThe ether layer was separated
  3. washwashed with brine
  4. customevaporated

Sources & evidence

ORD record
ord-d45e7d4325a34aa39d75e4aaa3be96a9
Source dataset
uspto-grants-1994_10
Patent number
US05356894

Reaction notes

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