1H-Indene, 2-methyl- → HCID 178506826, compound

HRID 1586342Notes

Reaction equation

HRID 1586342 reaction equation
[CH3:1][C:2]1[CH2:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.C([Li:15])CCC>C(OCC)C.CCCCC>[CH3:1][C:2]1[CH:10]([Li:15])[C:9]2[C:4]([CH:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2

Participants

5

Reactant 2

HCID 165871H-Indene, 2-methyl-HCID 178418339Butyllithium

Product 1

HCID 178506826HCID 178506826, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8003PentaneSolvent

Procedure

A solution of 3 g (20 mmol) of 2-methylindene (C. F. Koelsch, P. R. Johnsen, J. Am. Chem. Soc. 65, 567, (1943)) in 50 ml of diethyl ether is cooled to -78° C. and admixed with 14.6 ml of a 1.58 molar solution of n-butyllithium in n-pentane. The solution is warmed to room temperature and the 2-methylindenyllithium formed is filtered off and dried under reduced pressure. The yield is 2.5 g (91.9% of theory).

Sources & evidence

ORD record
ord-64efbe8945254bffa9d6aa1aa6d3afbd
Source dataset
uspto-grants-1999_08
Patent number
US05945367

Reaction notes

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