Trifluoroacetic acid → HCID 21277172, compound

HRID 2292343Notes

Reaction equation

HRID 2292343 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([OH:11])[C:7](=[CH:9][CH:10]=1)[OH:8])([O-])=O.C(OCC)(=O)C.[F:18][C:19]([F:24])([F:23])[C:20]([OH:22])=[O:21]>[Pd].CCOCC>[F:18][C:19]([F:24])([F:23])[C:20]([OH:22])=[O:21].[NH2:1][C:4]1[CH:5]=[C:6]([OH:11])[C:7](=[CH:9][CH:10]=1)[OH:8]

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 35051094-Nitrocatechol

Product 1

HCID 21277172HCID 21277172, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

A solution of 7.76 g (50.0 mmol) of 4-nitrocatechol in 350 ml of ethyl acetate containing 38.5 ml (50.0 mmol) of trifluoroacetic acid was hydrogenated in the presence of 3.4 g of palladium (10%) on charcoal for 40 minutes. The catalyst was filtered off and the filtrate was evaporated iin vacuo to leave a residue which was stirred with dry ether, collected by suction and dried in vacuo (over potassium hydroxide); yield: 11.3 g; melting point 145°-154° C., dec.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated iin vacuo
  3. customto leave a residue which
  4. customcollected by suction
  5. dry with materialdried in vacuo (over potassium hydroxide)

Sources & evidence

ORD record
ord-f7fc8cc87af54ba0b582051227b2b226
Source dataset
uspto-grants-1989_01
Patent number
US04801705

Reaction notes

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