1-Propanol → 2-Bromo-4-ethylsulfonyl-1-propoxybenzene

Participants

Role	Name	HCID	Charge
Reactant	1-Propanol	HCID 1031	—
Reactant	Sodium hydride	HCID 24758	—
Reactant	Ammonium Chloride	HCID 25517	—
Reactant	2-Bromo-4-(ethylsulfonyl)-1-fluorobenzene	HCID 58521975	—
Solvent	Tetrahydrofuran	HCID 8028	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	2-Bromo-4-ethylsulfonyl-1-propoxybenzene	HCID 118022008	52.3%

Reaction Conditions

Temperature	0 °C

Reaction Steps

To a solution of n-propanol (224 mg, 3.74 mmol) in THF (10 mL) was added NaH (112 mg, 2.80 mmol, 60% in mineral oil) at 0° C. After stirring at 0° C. for 30 min, 2-bromo-4-(ethanesulfonyl)-1-fluorobenzene (500 mg, 1.87 mmol) was added and the mixture was stirred at room temperature for 4 h. Addition of saturated NH4Cl (10 mL) followed by EA extractive work up gave the title compound (300 mg, yield: 52.3%) which was carried on directly.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09034900B2
Source dataset	uspto-grants-2015_05
ORD ID	ord-28661011b23e480f9d4f089803101aa5
Source note	uspto-grants-2015_05