Allyl bromide → HCID 58307568, compound

HRID 1516449Notes

Reaction equation

HRID 1516449 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].[CH2:12](Br)[CH:13]=[CH2:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.O>[CH2:14]([O:11][C:3]1[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=1[F:1])[CH:13]=[CH2:12]

Participants

6

Reactant 3

HCID 7841Allyl bromideHCID 98252-Fluoro-4-nitrophenolHCID 11430Potassium Carbonate

Product 1

HCID 58307568HCID 58307568, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

A solution of compound 1 (20 g, 127.3 mmol), allyl bromide (16.19 mL, 190.96 mmol) and potassium carbonate (44 g, 318.25 mmol) in acetone (300 mL) was refluxed overnight. The solvent was removed in vacuo. The residue obtained was suspended in water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate. The filtrate was concentrated to yield the desired compound 2 (25 g, yield 99.6%).

Workup

  1. customThe solvent was removed in vacuo
  2. customThe residue obtained
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-6c77d6c472694c449e302e187519d32e
Source dataset
uspto-grants-2012_07
Patent number
US08227501B2

Reaction notes

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