2,3,4,9-Tetrahydro-1H-fluorene → Lithium tetrahydrofluorenide

HRID 863386Notes

Reaction equation

HRID 863386 reaction equation
[CH2:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH2:4][CH2:3][CH2:2]1.C([Li:18])CCC>CCCCC>[CH-:10]1[C:11]2[CH2:12][C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH2:7][CH2:8][CH2:9]1.[Li+:18]

Participants

4

Reactant 2

HCID 5884652,3,4,9-Tetrahydro-1H-fluoreneHCID 178418339Butyllithium

Product 1

HCID 18619943Lithium tetrahydrofluorenideYield 70%

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

10 g of tetrahydofluorene (59 mmol) was dissolved in 75 ml of pentane. To this solution 21 ml of n-butyl lithium (n-BuLi) (2.65M) was added dropwise over a 20 min period. The solution was stirred overnight with deposition of a white solid. The solid was collected by filtration, washed with pentane and dried under reduced pressure to give 7.14 g (70 percent yield) of product.

Workup

  1. filtrationThe solid was collected by filtration
  2. washwashed with pentane
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-abba3cc31fc54b3db79bc4ff8ece11a5
Source dataset
uspto-grants-1998_02
Patent number
US05721185

Reaction notes

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