Sodium Carbonate → p-Aminopropiophenone

HRID 1395088Notes

Reaction equation

HRID 1395088 reaction equation
[C:1]([C:5]1[CH:14]=[CH:13][C:8]([NH:9]C(=O)C)=[CH:7][CH:6]=1)(=[O:4])[CH2:2][CH3:3].C(=O)([O-])[O-].[Na+].[Na+]>Cl>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([NH2:9])=[CH:13][CH:14]=1)(=[O:4])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 85655N-[4-(1-oxopropyl)phenyl]acetamide

Product 1

HCID 6270p-Aminopropiophenone

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

141 g (1 mole) of p-propionylacetanilide were dissolved while refluxing and stirring into 600 ml of 5 N hydrochloric acid. Refluxing was continued for 30 min, cooling was applied, and sodium carbonate (about 300 g) was added, until the reaction mixture was alkaline. The residue formed was sucked off, washed with water until neutral and recrystallized from 725 ml of isopropanol. The mixture was sucked off and washed with ether. After drying under vacuum, a yellow-brownish powder was obtained.

Workup

  1. temperaturewhile refluxing
  2. temperatureRefluxing
  3. temperaturecooling
  4. customThe residue formed
  5. washwashed with water until neutral and
  6. customrecrystallized from 725 ml of isopropanol
  7. washwashed with ether
  8. customAfter drying under vacuum
  9. customa yellow-brownish powder was obtained

Sources & evidence

ORD record
ord-dddf784d330f4a969843da8cb504e923
Source dataset
uspto-grants-1980_05
Patent number
US04202697

Reaction notes

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