Methyl iodide → HCID 21962620, compound

HRID 2211936Notes

Reaction equation

HRID 2211936 reaction equation
C[Mg]Br.[CH3:4]I.[CH3:6][C:7]1[CH:8]=[C:9]([CH:16]=[CH:17][CH:18]=1)[O:10][CH2:11][CH2:12][C:13](=[O:15])[CH3:14]>CCOCC>[CH3:14][C:13]([OH:15])([CH2:12][CH2:11][O:10][C:9]1[CH:16]=[CH:17][CH:18]=[C:7]([CH3:6])[CH:8]=1)[CH3:4]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 21962609HCID 21962609, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 21962620HCID 21962620, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of methyl magnesium bromide in ether (50 mL), prepared from Mg (572 mg, 23.56 mmol) and MeI (3.34 g, 23.56 mmol), was added 4(3-methylphenoxy)-2-butanone (2.1 g, 11.78 mmol) in 10 mL ether. The solution was stirred at room temperature for 30 minutes, after which it was quenched with water and dilute Hydrochloric acid. The organic layer was separated, dried over sodium sulfate, filtered through a silica plug to give a colorless syrup 1.91 g (83%) mass spectral analysis using APCI+ve 177 (M+—OH).

Workup

  1. customafter which it was quenched with water and dilute Hydrochloric acid
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered through a silica plug

Sources & evidence

ORD record
ord-d87f3b87b77b4f768a9a000a53ffe876
Source dataset
uspto-grants-2006_09
Patent number
US07101878B1

Reaction notes

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