Water → 2-Nitro-5-(3-tert-butylphenoxy)-p-xylene

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Phenol, 3-(1,1-dimethylethyl)-	HCID 11450	—
Reactant	Sodium hydride	HCID 24758	—
Reactant	1-Chloro-2,5-dimethyl-4-nitrobenzene	HCID 252793	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	2-Nitro-5-(3-tert-butylphenoxy)-p-xylene	HCID 23434361	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a suspension of sodium hydride (0.4 g of 60% in oil) in dry N-methylpyrrolidinone (10 ml) was slowly added 3-tert-butylphenol (1.62 g). When effervescence had ceased, 3-chloro-6-nitro-p-xylene (1.85 g) was added and the mixture stirred at 120-40° C. for 5 hours. On cooling, the mixture was poured into water and the mixture extracted with diethyl ether (×3). The combined ether extracts were dried over magnesium sulphate, filtered and evaporated to give the title compound as a solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06664295B2
Source dataset	uspto-grants-2003_12
ORD ID	ord-6e54497b54564f6787292a7f124fe489
Source note	uspto-grants-2003_12