Perchloric Acid → HCID 22116111, compound

HRID 1276328Notes

Reaction equation

HRID 1276328 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=O)[C:5]1=[O:14].Cl(O)(=O)(=O)=O>C(O)(=O)C.[Pd]>[Cl:1][CH2:2][CH2:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:14]

Participants

5

Reactant 2

HCID 24247Perchloric AcidHCID 1896570HCID 1896570, compound

Product 1

HCID 22116111HCID 22116111, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

1-(2-Chloroethyl)-1H-indole-2,3-dione [C.A. Reg no. 77218-99-6] was suspended in acetic acid and hydrogenated at 60 p.s.i., at room temperature, in the presence of 70% perchloric acid and 5% palladium on charcoal for 24 h. The clear solution was filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel, eluent chloroform, to give 1-(2-chloroethyl)-1,3-dihydro-2H-indol-2-one as a white solid, melting point 74° C.

Workup

  1. filtrationThe clear solution was filtered
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by chromatography on silica gel, eluent chloroform

Sources & evidence

ORD record
ord-347bce0a5171491681245bb8072581f9
Source dataset
uspto-grants-2000_12
Patent number
US06166040

Reaction notes

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