Hydrochloric Acid → HCID 19828467, compound

HRID 1073184Notes

Reaction equation

HRID 1073184 reaction equation
[C:1]([C:4]1[C:5]([CH3:15])=[C:6]([NH:11]C(=O)C)[C:7]([CH3:10])=[CH:8][CH:9]=1)(=[O:3])[CH3:2].Cl.[OH-].[NH4+]>>[NH2:11][C:6]1[C:5]([CH3:15])=[C:4]([C:1](=[O:3])[CH3:2])[CH:9]=[CH:8][C:7]=1[CH3:10]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 19828431HCID 19828431, compound

Product 1

HCID 19828467HCID 19828467, compoundYield 100%

Procedure

A mixture of 40 parts of N-(3-acetyl-2,6-dimethylphenyl)acetamide and 300 parts of concentrated hydrochloric acid was stirred for 20 hours at reflux temperature. After cooling, the reaction mixture was treated with ammonium hydroxide. The product was extracted twice with dichloromethane. The combined extracts were washed with water, dried, filtered and evaporated, yielding 35.5 parts (100%) of 1-(3-amino-2,4-dimethylphenyl)ethanone as a residue (int. 111).

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. extractionThe product was extracted twice with dichloromethane
  4. washThe combined extracts were washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-ddd4fecec6954d32803d42ba53094e10
Source dataset
uspto-grants-1990_11
Patent number
US04968684

Reaction notes

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