Bromide ion → HCID 178506817, compound

HRID 1611004Notes

Reaction equation

HRID 1611004 reaction equation
[Li:1][CH2:2][CH2:3][CH2:4][CH3:5].CCCCCC.C[C:13]1[CH:21]=[CH:20][C:19](C)=[C:18]2[C:14]=1[CH:15]=CC2.[Br-]>C1COCC1.O>[CH3:19][C:20]1[CH:21]=[CH:13][C:14]([CH3:18])=[C:15]2[C:5]=1[CH:4]=[CH:3][CH:2]2[Li:1]

Participants

7

Reactant 4

HCID 259Bromide ionHCID 8058Hexane2×HCID 814584,7-dimethyl-1H-indeneHCID 178418339Butyllithium

Product 1

HCID 178506817HCID 178506817, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

LiBu is added to the solution in THF and hexane of 4,7-dimethyl-indene. After 2 hours, the bromide dissolved in 20 ml of THF and 10 ml of hexane is added, at −70° C. The mixture is left to rise to room temperature, after 8 hours water is added and the mixture is extracted with ethyl ether. After washing the organic extracts to neutrality and anhydrifying on Na2SO4, the solvent is evaporated. 3.1 g of product are obtained, after purification on a silica gel column using hexane/ethyl acetate as eluant in a ratio of 98/2 (yield=31%).

Workup

  1. waitThe mixture is left
  2. waitto rise to room temperature, after 8 hours
  3. extractionthe mixture is extracted with ethyl ether
  4. washAfter washing the organic extracts to neutrality
  5. customthe solvent is evaporated

Sources & evidence

ORD record
ord-8dd46be1233d4067bccbe372eb289533
Source dataset
uspto-grants-2006_01
Patent number
US06984703B1

Reaction notes

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