Methyl iodide → HCID 68826844, compound

HRID 450036Notes

Reaction equation

HRID 450036 reaction equation
CI.[CH2:3]([C:6]1[C:11]([F:12])=[CH:10][CH:9]=[C:8]([N+:13]([O-:15])=[O:14])[C:7]=1[OH:16])[CH:4]=[CH2:5].[C:17](=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:3]([C:6]1[C:7]([O:16][CH3:17])=[C:8]([N+:13]([O-:15])=[O:14])[CH:9]=[CH:10][C:11]=1[F:12])[CH:4]=[CH2:5]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 68825639HCID 68825639, compound

Product 1

HCID 68826844HCID 68826844, compoundYield 75.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl iodide (5.3 g, 37.9 mmol, 5 eq) was added to a solution of 2-allyl-3-fluoro-6-nitro-phenol (1.5 g, 7.5 mmol) and potassium carbonate (2.1 g, 15.1 mmol, 2 eq) in anhydrous acetonitrile (20 ml) and the reaction mixture was heated to reflux for 6 hr. The reaction mixture was filtered and washed with acetonitrile and the filtrate was concentrated to dryness to yield 2-allyl-1-fluoro-3-methoxy-4-nitro-benzene (1.2 g, 75%). The crude compound was used in the next stage without purification.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 6 hr
  3. filtrationThe reaction mixture was filtered
  4. washwashed with acetonitrile
  5. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-8e4577e8c5df467cbc16b4ed08df1626
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Reaction notes

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