Dibenzothiophene → C12H7LiS

HRID 1957895Notes

Reaction equation

HRID 1957895 reaction equation
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C([Li:18])CCC.CCCCCC>CCOCC>[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[S:6][C:5]=2[C:4]([Li:18])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 3023DibenzothiopheneHCID 8058HexaneHCID 178418339Butyllithium

Product 1

HCID 178506665C12H7LiS

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Into a solution of dibenzo[b,d]thiophene (4.80 g, 26.1 mmol) in ether (70 mL) was added n-butyllithium solution in hexane (2.5 M, 9.48 mL, 23.70 mmol) dropwise at −78° C., and the solution was allowed to warm to room temperature and then heated at 35° C. oil bath for 2 h to yield a red solution of dibenzo[b,d]thiophen-4-yl lithium.

Workup

  1. temperatureheated at 35° C. oil bath for 2 h

Sources & evidence

ORD record
ord-0821ae78f3054070be702c06b93cc3c1
Source dataset
uspto-grants-2013_04
Patent number
US08409729B2

Reaction notes

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