Hydrochloric Acid → [4-(Hydroxyamino)phenyl]boronic acid--hydrogen chloride (1/1)

HRID 1462983Notes

Reaction equation

HRID 1462983 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([B:10]([OH:12])[OH:11])=[CH:6][CH:5]=1)([O-])=[O:2].[ClH:13]>CO.[Pd]>[ClH:13].[OH:2][NH:1][C:4]1[CH:5]=[CH:6][C:7]([B:10]([OH:12])[OH:11])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 27735524-Nitrophenylboronic acid

Product 1

HCID 71329010[4-(Hydroxyamino)phenyl]boronic acid--hydrogen chloride (1/1)

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Employing the procedure of Example II, 1.1 gms of 4-nitrophenylboronic acid was hydrogenated at 42 psi in 50 ml of methanol containing 0.7 ml of conc. HCl on a Parr shaker hydrogenation apparatus for 3 hours using palladium on carbon as catalyst. After filtering, the filtrate was concentrated yielding 0.91 gms of a white-powdery solid having a melting point of 200°-205° C. (decomposition).

Workup

  1. filtrationAfter filtering
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ce3c338839bf4d2e949cc83b8e359b7a
Source dataset
uspto-grants-1984_07
Patent number
US04462819

Reaction notes

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