HCID 600649, compound → HCID 178506818, compound

HRID 1268143Notes

Reaction equation

HRID 1268143 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH2:8][CH:7]=[CH:6]2.[Li:14]CCCC>C1(C)C=CC=CC=1.CCCCCC>[CH3:13][O:12][C:11]1[CH:10]=[C:9]2[C:5](=[CH:4][C:3]=1[O:2][CH3:1])[CH:6]([Li:14])[CH:7]=[CH:8]2

Participants

5

Reactant 2

HCID 600649HCID 600649, compoundHCID 178418339Butyllithium

Product 1

HCID 178506818HCID 178506818, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8058HexaneSolvent

Procedure

5,6-Dimethoxy-indene (4.82 g, 27.35 mmol) was dissolved in a mixture of 20 mL of toluene and 180 mL of hexane and 16.25 mL of 1.6 M n-BuLi were added dropwise via a syringe over a 5 min period forming a white precipitate. The reaction mixture was stirred for 4 h then filtered. The solids were washed with 60 mL of hexane and allowed to dry under reduced pressure to afford the desired anion as a light pink solid (4.62 g, 98 percent yield).

Workup

  1. additionwere added dropwise via a syringe over a 5 min period
  2. customforming a white precipitate
  3. filtrationthen filtered
  4. washThe solids were washed with 60 mL of hexane
  5. customto dry under reduced pressure

Sources & evidence

ORD record
ord-eb8f128bb6ef4713ad10aa97dccdf63d
Source dataset
uspto-grants-2003_04
Patent number
US06555634B1

Reaction notes

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