P-Cresol → Sodium p-methylphenolate

HRID 2358367

Reaction equation

HRID 2358367 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[H-].[Na+:10]>C1COCC1>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O-:8])=[CH:4][CH:3]=1.[Na+:10]

Participants

4

Reactant 2

HCID 2879P-CresolHCID 24758Sodium hydride

Product 1

HCID 23673456Sodium p-methylphenolate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

4-methylphenol (3.73 g, 0.035 mol) is dissolved in 10 mL THF and added dropwise to a suspension of sodium hydride (0.83 g, 0.035 mol) in 60 mL THF to produce sodium 4-methyl phenoxide. HOC6H4SO2NNaSO2CF3 (4.06 g, 0.012 mol) is dissolved in 50 mL THF and added dropwise to a suspension of sodium hydride (0.30 g, 0.012 mol) and tetra(n-butyl)ammonium bromide (0.4 g) in 50 mL THF and stirred for 16 hours to produce a sodium phenoxide solution of the sulfonimide NaOC6H4SO2NNaSO2CF3.

Sources & evidence

ORD record
ord-1f19c5352ad24cc3a2ea2dbeb8abaf07
Source dataset
uspto-grants-2010_07
Patent number
US07763702B2

Linked notes

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