1,3-dimethyl-4,5,6,7-tetrahydro-1H-indene → Lithium 1,3-dimethyl-4,5,6,7-tetrahydro-1H-inden-1-ide

HRID 743489Notes

Reaction equation

HRID 743489 reaction equation
[CH3:1][C:2]1[C:3]2[CH2:4][CH2:5][CH2:6][CH2:7][C:8]=2[CH:9]([CH3:11])[CH:10]=1.[Li:12]CCCC>CCCCC>[CH3:1][C-:2]1[C:3]2[CH2:4][CH2:5][CH2:6][CH2:7][C:8]=2[C:9]([CH3:11])=[CH:10]1.[Li+:12]

Participants

4

Reactant 2

HCID 129801691,3-dimethyl-4,5,6,7-tetrahydro-1H-indeneHCID 178418339Butyllithium

Product 1

HCID 23721395Lithium 1,3-dimethyl-4,5,6,7-tetrahydro-1H-inden-1-ideYield 97%

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

7,9 dimethylbicyclo-[4.3.0]-nona-1(6),7-diene (5.0 g, 33.5 mmol) was added to 100 mL of pentane. To this solution nBuLi (2.7M, 13 mL) was added dropwise, and the mixture was stirred for 12 hours. The resulting white precipitate was collected via filtration, washed with pentane and dried under reduced pressure to give 5.02 g (97 percent) of product.

Workup

  1. filtrationThe resulting white precipitate was collected via filtration
  2. washwashed with pentane
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-9d3a686f05c240e8a7b05f22b7ad5687
Source dataset
uspto-grants-1996_09
Patent number
US05556928

Reaction notes

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