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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705700Generated: October 30, 2026

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

https://huagongshe.com/reaction/705700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant3-Chloro-4,5-dihydroxybenzaldehydeHCID 2468182—
SolventDimethylformamideHCID 6228—
Product7-Chloro-1,3-dioxaindane-5-carbaldehydeHCID 676492412.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 3-chloro-4,5-dihydroxy-benzaldehyde (8.0 g, 46 mmol) and BrClCH2 (89 g, 0.70 mol) in dry DMF (300 mL) was added Cs2CO3 (228 g, 0.700 mol). The mixture was stirred at 60° C. overnight and was then poured into water. The resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford the title compound (35.0 g; 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174967B2
Source datasetuspto-grants-2015_11
ORD IDord-1dbf80a588e649d3afa474af64697a63
Source noteuspto-grants-2015_11