Potassium tert-butoxide → 1-Bromo-4-(1-fluorovinyl)benzene

HRID 1475634Notes

Reaction equation

HRID 1475634 reaction equation
CC(C)([O-])C.[K+].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([F:17])[CH2:15]Br)=[CH:10][CH:9]=1>CCCCC>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])=[CH2:15])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 58288379HCID 58288379, compound

Product 1

HCID 582882361-Bromo-4-(1-fluorovinyl)benzene

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Conditions

Temperature
0 °C

Procedure

In several portions, 796 mg (7.09 mmol) of potassium tert-butoxide were added to a solution, cooled to 0° C., of 1.0 g (3.55 mmol) of 1-bromo-4-(2-bromo-1-fluoroethyl)benzene in 10 ml of pentane. The resulting suspension was stirred at 0° C. for 30 min and then at RT for 1 h. The solid was filtered off, and the filtrate was washed with saturated ammonium chloride solution, dried over magnesium sulphate and carefully concentrated under reduced pressure. This gave 0.61 g (85.6% of theory) of the title compound.

Workup

  1. waitat RT for 1 h
  2. filtrationThe solid was filtered off
  3. washthe filtrate was washed with saturated ammonium chloride solution
  4. dry with materialdried over magnesium sulphate
  5. concentrationcarefully concentrated under reduced pressure

Sources & evidence

ORD record
ord-7aeda70cbee24d77bc2ac8c3abf47173
Source dataset
uspto-grants-2015_04
Patent number
US09018258B2

Reaction notes

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