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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240009Generated: October 26, 2026

2,2-Dimethyl-1,3-dioxane-4,6-dione → 8-Hydroxy-3-carboxy-coumarin

https://huagongshe.com/reaction/240009

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant2,3-DihydroxybenzaldehydeHCID 90579—
SolventWaterHCID 962—
Product8-Hydroxy-3-carboxy-coumarinHCID 724571686.5%

Reaction Conditions

Temperature75 °C

Reaction Steps

2,3-dihydroxybenzaldehyde (0.096 g, 0.69 mmol) and Meldrum's acid (0.100 g, 0.69 mmol) were combined in H2O (1 mL). The solution was stirred at 75° C. for 2 h. After cooling to room temperature, the precipitate was filtered and dried at suction to give 0.123 g of 8-hydroxy-3-carboxy-coumarin in an 85% yield: LCMS (ESI) m/z 207 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642788B2
Source datasetuspto-grants-2014_02
ORD IDord-b313ad17b4cd482691bee4e65b2b0022
Source noteuspto-grants-2014_02