P-Cresol → 1-(2,2-Dimethylpropoxy)-4-methylbenzene

Participants

Role	Name	HCID	Charge
Reactant	P-Cresol	HCID 2879	—
Reactant	Neopentyl alcohol	HCID 6404	—
Reactant	Triphenylphosphine	HCID 11776	—
Reactant	Diisopropyl diazene-1,2-dicarboxylate	HCID 75555	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	1-(2,2-Dimethylpropoxy)-4-methylbenzene	HCID 17835971	—

Reaction Conditions

Temperature	60 °C

Reaction Steps

To a solution of p-cresol (526 mg, 4.87 mmol) in THF (50 mL), add with stirring diisopropyl azodicarboxylate (2.16 mL, 10.7 mmol) followed by triphenylphosphine (306 mg, 11.7 mmol) and neopentyl alcohol (5.15 g, 58.4 mmol). Heat at 60° C. for 3 h, cool to ambient temperature and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc to give the desired intermediate as a colorless oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08022062B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-8fc367222dc347828e622b9ce3e701ec
Source note	uspto-grants-2011_09