Hydrochloric Acid → HCID 19828467, compound

HRID 1638640Notes

Reaction equation

HRID 1638640 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-ed1307199b51464394bd3ef236f41f25
Source dataset
uspto-grants-1989_11
Patent number
US04880808

Reaction notes

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