Ethanol → HCID 57901659, compound

HRID 1851349Notes

Reaction equation

HRID 1851349 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:16]=1[NH:15][C:14]1[C:13](=[O:17])[CH2:12][CH2:11][CH2:10][C:9]2=1)([O-])=O.C(O)C>[C].[Pd].O1CCCC1>[NH2:1][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:16]=1[NH:15][C:14]1[C:13](=[O:17])[CH2:12][CH2:11][CH2:10][C:9]2=1

Participants

5

Reactant 2

HCID 702EthanolHCID 14914524HCID 14914524, compound

Product 1

HCID 57901659HCID 57901659, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 8-nitro-2,3,4,9-tetrahydro-1H-carbazol-1-one (1.50 g), 10% palladium-carbon (0.20 g), ethanol (5 mL) and tetrahydrofuran (10 mL) was stirred at room temperature overnight under a hydrogen atmosphere. Palladium-carbon was filtered off, and the filtrate was concentrated to give the title compound (1.20 g, yield 92%) as yellow crystals. melting point 233-234° C.

Workup

  1. filtrationPalladium-carbon was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1e95346320764fecbb9d47826c09448f
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

Loading…