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

HRID 54888Notes

Reaction equation

HRID 54888 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-45ccc4ad28a94c87b29225a17b7cd435
Source dataset
uspto-grants-1997_04
Patent number
US05624878

Reaction notes

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