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Perchloric Acid → HCID 22116111, compound

HRID 965297
Notes
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Reaction equation

HRID 965297 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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)-lH-indol-2,3-dione (5.24 g) [C.A. Reg no. 77218-99-6] was suspended in acetic acid (50 ml) and hydrogenated at 60 p.s.i., at room temperature, in the presence of 70% perchloric acid (0.2 ml) and 5% palladium on charcoal (1 g) for 24 hours. 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.

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-e50f9d551456438196f57063bd6952ee
Source dataset
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05773448

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes