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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460311Generated: October 25, 2026

Water → 7-Bromo-1,3-dioxaindane-5-carbaldehyde

https://huagongshe.com/reaction/460311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDibromomethaneHCID 3024—
Reactant5-Bromo-3,4-dihydroxybenzaldehydeHCID 85405—
ReactantPotassium FluorideHCID 522689—
SolventDimethylformamideHCID 6228—
Product7-Bromo-1,3-dioxaindane-5-carbaldehydeHCID 232024360.5%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 3-bromo-4,5-dihydroxy-benzaldehyde (1.52 g, 7.02 mmol) in DMF (20 mL), were added KF (4.077 g, 70.18 mmol) followed by dibromomethane (1 mL, 14.04 mmol) and the mixture heated at 140° C. for 4 hours. The solution was cooled to room temperature, water was added and the mixture extracted with ether. The organic layer was further washed with saturated aqueous NaHCO3, dried (MgSO4), filtered and evaporated to give 973 mg of 7-bromo-benzo[1,3]dioxole-5-carbaldehyde. 1H NMR (300 MHz; CDCl3): δ 6.16 (s, 2H), 7.26 (s, 1H), 7.54 (s, 1H), 9.76

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196108B2
Source datasetuspto-grants-2007_03
ORD IDord-0d38999cde49444faa0534a1045bfd1b
Source noteuspto-grants-2007_03