1-Bromo-2-Chloroethane → HCID 12685616, compound

HRID 1374834Notes

Reaction equation

HRID 1374834 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[Cl:9][CH2:10][CH2:11]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:9][CH2:10][CH2:11][O:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 78491-Bromo-2-ChloroethaneHCID 97324-FluorophenolHCID 11430Potassium Carbonate

Product 1

HCID 12685616HCID 12685616, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-Fluorophenol (8.92 mmol) and 1-chloro-2-bromoethane (13.4 mmol) were dissolved in acetone (18 mL). The solution was added with potassium carbonate (12.5 mmol) and heated under reflux for 10 hours. The mixture was allowed to cool to room temperature and then filtered. The filtrate was concentrated and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (yield: 31%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 10 hours
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-771741cb6a83468bbd7463602e11a462
Source dataset
uspto-grants-2007_01
Patent number
US07166617B2

Reaction notes

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