Nitrocatechol → Catecholamine

HRID 636507Notes

Reaction equation

HRID 636507 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([OH:10])[C:5]=1[OH:11])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([OH:10])[C:5]=1[OH:11]

Participants

4

Reactant 1

HCID 4675622Nitrocatechol

Product 1

HCID 189460CatecholamineYield 97.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-nitrobenzene-1,2-diol (600 mg) in methanol (6 ml) was added 10% palladium on carbon (60 mg), and the mixture was stirred for 3 hours at ambient temperature under hydrogen atmosphere. Insoluble material was filtered off, and the filtrate was concentrated in vacuo. The residue was crystallized with diisopropyl ether to give 3-aminobenzene-1,2,-diol (470 mg).

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was crystallized with diisopropyl ether

Sources & evidence

ORD record
ord-4dd07e1c35d24fb18f2037d52269f805
Source dataset
uspto-grants-2001_02
Patent number
US06194396B1

Reaction notes

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