Cesium carbonate → (R)-4-(3-Hydroxy-2-methylpropyl]-4H-benzo[1,4]oxazin-3-one

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	2H-1,4-benzoxazin-3(4H)-one	HCID 72757	—
Reactant	(S)-(+)-3-Bromo-2-methyl-1-propanol	HCID 10986449	—
Solvent	Acetonitrile	HCID 6342	—
Product	(R)-4-(3-Hydroxy-2-methylpropyl]-4H-benzo[1,4]oxazin-3-one	HCID 68910321	147.7%

Reaction Conditions

Temperature	40 °C

Reaction Steps

A 25 mL flask was charged with 4H-benzo[1,4]oxazin-3-one (0.100 g, 0.670 mmol), (S)-3-bromo-2-methylpropanol (0.103 g, 0.670 mmol) and cesium carbonate (0.208 g, 0.670 mmol) in MeCN (10 mL) and stirred at 40° C. for 2 days. The reaction mixture was quenched with water (5 mL), and the product extracted into EtOAc (2×10 mL). The combined organic layers were dried (Na2SO4) and evaporated to give the crude title compound (108LM40-37) (0.219 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07576100B2
Source dataset	uspto-grants-2009_08
ORD ID	ord-553acd15033049dea9203d6382cbbed0
Source note	uspto-grants-2009_08