Indene → Fluorene

HRID 1699143Notes

Reaction equation

HRID 1699143 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[CH2:10]1[C:22]2[CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH2:13][CH2:12][CH2:11]1>[Pd]>[CH:10]1[C:22]2[CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH:13]=[CH:12][CH:11]=1.[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 7219IndeneHCID 5884652,3,4,9-Tetrahydro-1H-fluorene

Product 2

HCID 6853FluoreneHCID 10326Indane

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A portion of the 2:1 fraction (by molar ratio) of indene and tetrahydrofluorene obtained in Example 1 was charged in an autoclave, and was then reacted and processed in a similar manner as in Example 1 except that Pd/C (5% Pd supported on charcoal) was added as a catalyst in a proportion of 0.5%. As a result of an analysis by gas chromatography, fluorene and indane were found to have been formed with a yield of 91% (based on tetrahydrofluorene) and with a yield of 93% (based on indene), respectively.

Workup

  1. customwas then reacted
  2. additionwas added as a catalyst in a proportion of 0.5%

Sources & evidence

ORD record
ord-fa4490a5b65a47f9bb8d4a73a39ee60c
Source dataset
uspto-grants-2002_02
Patent number
US06344585B2

Reaction notes

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