HCID 21221918, compound → HCID 178506644, compound

HRID 1585176Notes

Reaction equation

HRID 1585176 reaction equation
[F:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][C:7]2[CH2:11][CH:10]=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C([Li:18])CCC>CCCCCC>[F:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][C:7]2([Li:18])[CH:11]=[CH:10][CH:9]=[CH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 21221918HCID 21221918, compoundHCID 178418339Butyllithium

Product 1

HCID 178506644HCID 178506644, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Conditions

Temperature
0 °C

Procedure

7 g of 4-fluorobenzylcyclopentadiene (40 mmoles) and 50 ml of hexane are charged, in an argon atmosphere, into a tailed test-tube equipped with magnetic stirring. The solution is cooled to 0° C. and 16 ml of a 2.4M solution of butyllithium in hexane are added. The temperature is then allowed to rise to room temperature and the mixture is left under stirring for a night. A precipitate is formed which is filtered, washed twice with 10 ml of hexane and finally dried. 6.5 g of the desired salt are obtained with a yield of 90%.

Workup

  1. customequipped with magnetic stirring
  2. customto rise to room temperature
  3. waitthe mixture is left
  4. customA precipitate is formed which
  5. filtrationis filtered
  6. washwashed twice with 10 ml of hexane
  7. customfinally dried

Sources & evidence

ORD record
ord-2b5bf10ab6bb421bb60e0446c8a2c0a8
Source dataset
uspto-grants-1999_08
Patent number
US05936051

Reaction notes

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