HCID 54533151, compound → 7-Hydroxyindole

HRID 1380076Notes

Reaction equation

HRID 1380076 reaction equation
[N+:1]([C:4]1[C:9]([O:10]CC2C=CC=CC=2)=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:18][C:19](=O)C(O)=O)([O-])=O>[Pd].C(O)(=O)C>[OH:10][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:4]=1[NH:1][CH:19]=[CH:18]2

Participants

4

Reactant 1

HCID 54533151HCID 54533151, compound

Product 1

HCID 27376517-Hydroxyindole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
220 °C

Procedure

Reaction of 2-nitro-3-benzyloxyphenylpyruvic acid (2 g.) with 10% palladium on carbon (2 g.) in acetic acid under hydrogen atmosphere is complete in 30 minutes. The mixture is filtered and the solvent is removed in vacuo. The remaining material is dissolved in glycerol and heated at 220° C. for 20 minutes. The desired product is obtained by sublimation under high vacuum.

Workup

  1. filtrationThe mixture is filtered
  2. customthe solvent is removed in vacuo
  3. dissolutionThe remaining material is dissolved in glycerol

Sources & evidence

ORD record
ord-d65cb3b54b3f49c6afd7d870b060d9fa
Source dataset
uspto-grants-1986_04
Patent number
US04579865

Reaction notes

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