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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191343Generated: November 2, 2026

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

https://huagongshe.com/reaction/1191343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2H-1,4-benzoxazin-3(4H)-oneHCID 72757—
Reactant(S)-(+)-3-Bromo-2-methyl-1-propanolHCID 10986449—
SolventAcetonitrileHCID 6342—
Product(R)-4-(3-Hydroxy-2-methylpropyl]-4H-benzo[1,4]oxazin-3-oneHCID 68910321147.7%

Reaction Conditions

Temperature40 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680115B2
Source datasetuspto-grants-2014_03
ORD IDord-76876fdfdf8b4405870a63428f13e8c5
Source noteuspto-grants-2014_03