Water → 4-Bromomethyl-2-(4-methoxy-phenyl)-thiazole

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Phosphorus tribromide	HCID 24614	—
Reactant	[2-(4-Methoxyphenyl)-1,3-thiazol-4-yl]methanol	HCID 16494948	—
Solvent	Toluene	HCID 1140	—
Product	4-Bromomethyl-2-(4-methoxy-phenyl)-thiazole	HCID 59402851	91.5%

Reaction Conditions

Temperature	120 °C

Reaction Steps

To a solution of [2-(4-Methoxy-phenyl)-thiazol-4-yl]-methanol (0.12 g, 0.50 mmol) in 3 ml of toluene was added PBr3 (0.078 ml, 0.813 mmol) and the reaction mixture was heated at 120° C. for 20 min under nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), water (25 mL) was added and extracted with ethyl acetate (3×50 mL). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated to get the desired product (0.13 g, 84%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08088791B2
Source dataset	uspto-grants-2012_01
ORD ID	ord-aab4a1c283334ce2823b4541f83e058e
Source note	uspto-grants-2012_01