Potassium Iodide → HCID 57934962, compound

HRID 1433232Notes

Reaction equation

HRID 1433232 reaction equation
[CH:1]1([C:4]2[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.[I-].[K+].C(=O)([O-])[O-].[Na+].[Na+].Br[CH2:20][C:21]([O:23][CH3:24])=[O:22]>CC(C)=O>[CH3:24][O:23][C:21](=[O:22])[CH2:20][O:10][C:7]1[CH:8]=[CH:9][C:4]([CH:1]2[CH2:3][CH2:2]2)=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 60984Methyl bromoacetateHCID 109862774-cyclopropylphenol

Product 1

HCID 57934962HCID 57934962, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 4-cyclopropyl-phenol (1.00 g, 7.46 mmol) in acetone (20 mL) was added potassium iodide (2.47 g, 16.4 mmol), sodium carbonate (2.34 g, 16.4 mmol), and methyl bromoacetate (0.63 mL, 6.78 mmol), and the reaction mixture was stirred 12 hours. After filtering off the solid, the filtrate was concentrated. The residue was purified by chromatography (silica, hexanes: EtOAc=4:1) to afford the title compound as a yellow oil (1.29 g, 84%).

Workup

  1. filtrationAfter filtering off the solid
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by chromatography (silica, hexanes: EtOAc=4:1)

Sources & evidence

ORD record
ord-2a3d1adbf3d64144819549589c2e823e
Source dataset
uspto-grants-2009_11
Patent number
US07612211B2

Reaction notes

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