HCID 14748254, compound → HCID 70358652, compound

HRID 1165197Notes

Reaction equation

HRID 1165197 reaction equation
[CH3:1][C:2]1([CH3:26])[C@@H:7]([OH:8])[C@H:6]([N:9]2[CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]2=[O:18])[C:5]2[CH:19]=[CH:20][C:21]([N+:23]([O-])=O)=[CH:22][C:4]=2[O:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:26])[C@@H:7]([OH:8])[C@H:6]([N:9]2[CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]2=[O:18])[C:5]2[CH:19]=[CH:20][C:21]([NH2:23])=[CH:22][C:4]=2[O:3]1

Participants

4

Reactant 1

HCID 14748254HCID 14748254, compound

Product 1

HCID 70358652HCID 70358652, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1.01 g (2.85 mmol) of trans-2-(3,4-dihydro-2,2-dimethyl-3-hydroxy-7-nitro-2H-1-benzopyran-4-yl)-2,3-dihydro-1H-isoindol-1-one and 250 mg of 10% Pd/C in methanol (30 mL) was hydrogenated at atmospheric pressure for 4 hours. Filtration through Solka Floc® using a methanol rinse and concentration gave crude title compound which was used without further purification.

Workup

  1. filtrationFiltration through Solka Floc®
  2. washrinse
  3. concentrationconcentration

Sources & evidence

ORD record
ord-e3be05f2794f4d9c89d139dbf2b93bed
Source dataset
uspto-grants-1990_03
Patent number
US04908378

Reaction notes

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