Potassium Carbonate → HCID 68750575, compound

HRID 1963770Notes

Reaction equation

HRID 1963770 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH2:20][CH:21]=[CH2:22]>C(#N)C>[CH2:22]([O:11][C:3]1[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=1[Cl:1])[CH2:21][CH:20]=[CH2:19]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12074NitrofunginHCID 21241Homoallyl bromide

Product 1

HCID 68750575HCID 68750575, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To an acetonitrile (40 mL) solution of 2-chloro-4-nitrophenol (2.60 g; 15.0 mmol) and potassium carbonate (2.74 g; 19.8 mmol), 4-bromo-1-butene (2.81 g; 20.4 mmol) was added, and the mixture was refluxed and then reacted overnight. After completion of the reaction, the solution was filtrated by Celite, and then the filtrate was concentrated under a reduced pressure. The residue was purified by flash column chromatography using methylene chloride, and then the effluent was concentrated to obtain 4-(3-butenyloxy)-3-chloronitrobenzene (1 h) (2.32 g, 68% of yield, a light yellow solid, melting point of from 39 to 40° C.) represented by the following formula.

Workup

  1. temperaturethe mixture was refluxed
  2. customreacted overnight
  3. customAfter completion of the reaction
  4. filtrationthe solution was filtrated by Celite
  5. concentrationthe filtrate was concentrated under a reduced pressure
  6. customThe residue was purified by flash column chromatography
  7. concentrationthe effluent was concentrated

Sources & evidence

ORD record
ord-24a788dcc894458f8a4bfc96a1d95bde
Source dataset
uspto-grants-2013_04
Patent number
US08415451B2

Reaction notes

Loading…