Hydrochloric Acid → 193813-77-3

HRID 2270054Notes

Reaction equation

HRID 2270054 reaction equation
[N:1]([CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][CH:8]=1)=[O:6])=[N+]=[N-].CO.[ClH:20]>[H][H].[Pd]>[ClH:20].[NH2:1][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][CH:8]=1)=[O:6]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 18331085HCID 18331085, compound

Product 1

HCID 18613865193813-77-3

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution of 2-azido-4′-ethoxycarbonylactophenone (1.44 g), methanol (41.3 ml) and conc. hydrochloric acid (1.38 ml) was added 10% palladium-activated carbon (73 mg), and stirred for 3 hours in hydrogen atmosphere at 2.8 atm. After 1 hour, the reaction mixture was filtered off, and the filtrate was evaporated under reduced pressure. The solids were slurried in diisopropyl ether, and collected by filtration to give 2-amino-4′-ethoxycarbonylacetophenone hydrochloride (1.40 g).

Workup

  1. filtrationthe reaction mixture was filtered off
  2. customthe filtrate was evaporated under reduced pressure
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-de5b867382fb463397d005c21198c9ac
Source dataset
uspto-grants-2001_12
Patent number
US06331521B1

Reaction notes

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