Tetrahydrofuran → HCID 178506820, compound

HRID 1256868Notes

Reaction equation

HRID 1256868 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.C1COCC1.C([Li:23])CCC>CCCCCC>[CH:10]1([Li:23])[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

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 5884652,3,4,9-Tetrahydro-1H-fluoreneHCID 178418339Butyllithium

Product 1

HCID 178506820HCID 178506820, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
-78 °C

Procedure

5.3 g (31.1 mmol) of the 1,2,3,4-tetrahydrofluorene (4HFluH) obtained in the item (C) of Example 1 was placed in a 500 mL four-neck flask, to which 100 mL of THF was added under a nitrogen atmosphere. 13 mL (2.6 mol/L) of a hexane solution of n-butyllithium was slowly added dropwise to the solution under stirring at −78° C., followed by stirring at room temperature for 2 hours. Thereafter, a precipitate was collected by filtering, and the solid matter was rinsed with hexane and dried to provide 4.4 g of 1,2,3,4-tetrahydrofluorenyllithium (4HFluHLi).

Workup

  1. additionwas added under a nitrogen atmosphere
  2. stirringby stirring at room temperature for 2 hours
  3. customThereafter, a precipitate was collected
  4. filtrationby filtering
  5. washthe solid matter was rinsed with hexane
  6. customdried

Sources & evidence

ORD record
ord-68e034901ff8473f99d3a96c4a95529e
Source dataset
uspto-grants-2013_06
Patent number
US08461270B2

Reaction notes

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