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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279701Generated: October 31, 2026

Lithium Carbonate → 8-Chloro-1-phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-ol

https://huagongshe.com/reaction/1279701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium CarbonateHCID 11125—
ReactantLithium ChlorideHCID 433294—
Reactant8,8-dichloro-1-phenyl-1,2,9,10-tetrahydro[1,4]oxazino[2,3,4-jk]carbazol-7(8H)-oneHCID 12148629—
SolventDimethylformamideHCID 6228—
Product8-Chloro-1-phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-olHCID 1214863078.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of 8,8-dichloro-1-phenyl-1,2,9,10-tetrahydro[1,4]oxazino[2,3,4-jk]carbazol-7(8H)-one (0.4072 g, 1.09 mmol) in DMF (5 mL) is added lithium carbonate (0.242 g, 3.27 mmol) and lithium chloride (0.143 g, 3.39 mmol). The mixture is heated under an argon atmosphere at 120° C. for 1 h and then partitioned between water and CH2C2. The organic layer is washed twice with water (20 mL), dried over magnesium sulfate and concentrated. Column chromatography (50 g silica gel) using ethyl acetate/hexane (20/80) as eluent gave 0.2876 g (78%) of 8-chloro-1-phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-ol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448397B1
Source datasetuspto-grants-2002_09
ORD IDord-255d674711e24592809b4fc1722a8ba7
Source noteuspto-grants-2002_09