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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657013Generated: October 26, 2026

Water → 7-Fluoro-5-nitro-2,3-dihydrobenzo[b][1,4]dioxine

https://huagongshe.com/reaction/657013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Fluoro-3-nitrobenzene-1,2-diolHCID 68816370—
SolventDimethylformamideHCID 6228—
Product7-Fluoro-5-nitro-2,3-dihydrobenzo[b][1,4]dioxineHCID 6881715093%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-fluoro-3-nitro-1,2-benzenediol (6.55 g, 37.9 mmol), anhydrous potassium carbonate (21 g, 151.6 mmol) and 1,2-dibromoethane (8.2 mL) in DMF (70 ml) was heated at 80° C. under argon for 5 h. The reaction was cooled to rt, water (200 ml) added and the aqueous phase extracted with ethyl acetate (3×200 ml). The organics were washed with brine, dried, filtered and evaporated to afford the desired compound (6.96 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-4416520aa71c46d1b012e729d37f4fa7
Source noteuspto-grants-2011_12