1-Methylfluorene → Indane

HRID 1699145Notes

Reaction equation

HRID 1699145 reaction equation
C[C:2]1[C:14]2[CH2:13][C:12]3[C:7](=CC=CC=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1>[Pd]>[CH2:13]1[C:14]2[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:7][CH2:12]1

Participants

3

Reactant 1

HCID 156041-Methylfluorene

Product 1

HCID 10326IndaneYield 96%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
250 °C

Procedure

The fraction was charged in an autoclave, and Pd/C (5% Pd supported on charcoal) was added in a proportion of 1% based on the fraction. The resulting mixture was heated to 250° C., followed by a reaction under spontaneous pressure for 2 hours. After completion of the reaction, the reaction mixture was analyzed by gas chromatography. A mixture of position isomers of methylfluorene was found to have been formed with a yield of 96% (based on methyltetrahydrofluorene), and indane with a yield of 99% (based on indene).

Workup

  1. additionwas added in a proportion of 1%
  2. customfollowed by a reaction under spontaneous pressure for 2 hours
  3. customAfter completion of the reaction

Sources & evidence

ORD record
ord-36e7c71932b349ba9a1a92a8ee0bb281
Source dataset
uspto-grants-2002_02
Patent number
US06344585B2

Reaction notes

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