Tetrahydrofuran → HCID 10976559, compound

HRID 2118417Notes

Reaction equation

HRID 2118417 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[O:14])[CH2:7][C:8]2=[O:13])([O-])=O.[H][H].[O:17]1CC[CH2:19][CH2:18]1>C(O)C.[Pd]>[C:18]([CH:7]1[C:6](=[O:14])[C:5]2[C:9](=[CH:10][CH:11]=[CH:12][C:4]=2[NH2:1])[C:8]1=[O:13])(=[O:17])[CH3:19]

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 27370564-nitroindane-1,3-dioneHCID 178418361HCID 178418361, compound

Product 1

HCID 10976559HCID 10976559, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a suspension of 20.0 g of 4-nitro-1,3-indanedione in 100 mL tetrahydrofuran and 20 mL of ethanol, 1.0 g of 10% Pd/C catalyst was added and the mixture hydrogenated at 50 psi until three molar equivalents of hydrogen were taken up. The catalyst was filtered off and solvent was removed from the filtrate under reduced pressure. Recrystallization from ethanol afforded 14.8 g of the title compound, m.p. 126°-128°.

Workup

  1. additionwas added
  2. filtrationThe catalyst was filtered off
  3. customsolvent was removed from the filtrate under reduced pressure
  4. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-575875c61fad4d039bced8c5d9564ce2
Source dataset
uspto-grants-1987_07
Patent number
US04678499

Reaction notes

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