Ethyl Bromide → HCID 178438233, compound

HRID 891249Notes

Reaction equation

HRID 891249 reaction equation
[CH3:1][CH2:2]CCCC.[CH2:7]([Li])[CH2:8]CC.[CH:12]1([Ru:17][CH:18]2[CH:22]=[CH:21][CH:20]=[CH:19]2)[CH:16]=[CH:15][CH:14]=[CH:13]1.C(Br)C>O.O1CCCC1>[CH2:1]([C:18]1([Ru:17][C:12]2([CH2:7][CH3:8])[CH:13]=[CH:14][CH:15]=[CH:16]2)[CH:22]=[CH:21][CH:20]=[CH:19]1)[CH3:2]

Participants

7

Reactant 4

HCID 6332Ethyl BromideHCID 8058HexaneHCID 178418339ButyllithiumHCID 178420581HCID 178420581, compound

Product 1

HCID 178438233HCID 178438233, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-78 °C

Procedure

To a nitrogen-replaced flask, 5.0 mL of a hexane solution containing n-butyllithium (concentration: 2.6 mol/L) was placed and cooled to −78° C. After 1.74 g of bis(cyclopentadienyl)ruthenium was added, 50 mL of tetrahydrofuran was added dropwise over one hour to react them. The reaction solution was allowed to stand for 2 hours to return the temperature to room temperature and thereafter a reaction was performed for 24 hours. The reaction solution was again cooled to −78° C., 9.81 g of ethyl bromide was added dropwise over one hour to react them, allowed to stand for 2 hours to room temperature, and the reaction was performed for 24 hours. After completion of the reaction, 100 mL of water was added and bis(ethylcyclopentadienyl)ruthenium was extracted with hexane and then hexane was evaporated from the extraction solvent to obtain 2.0 g of bis(ethylcyclopentadienyl) ruthenium.

Workup

  1. customto react them
  2. customto room temperature
  3. waita reaction was performed for 24 hours
  4. temperatureThe reaction solution was again cooled to −78° C.
  5. customto react them
  6. waitthe reaction was performed for 24 hours
  7. additionwas added
  8. extractionbis(ethylcyclopentadienyl)ruthenium was extracted with hexane
  9. customhexane was evaporated from the extraction solvent

Sources & evidence

ORD record
ord-79281d19b0904455a1a8dd4daa48da03
Source dataset
uspto-grants-2006_02
Patent number
US07002032B2

Reaction notes

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