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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240014Generated: November 1, 2026

2,2-Dimethyl-1,3-dioxane-4,6-dione → 8-(4-Morpholinylmethyl)-3-carboxy-6-methoxy-coumarin

https://huagongshe.com/reaction/240014

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant2-Hydroxy-5-methoxy-3-(4-morpholinylmethyl)benzaldehydeHCID 45054392—
SolventWaterHCID 962—
Product8-(4-Morpholinylmethyl)-3-carboxy-6-methoxy-coumarinHCID 8665036185.8%

Reaction Conditions

Temperature75 °C

Reaction Steps

2-hydroxy-5-methoxy-3-(4-morpholinylmethyl)benzaldehyde (0.349 g, 1.39 mmol) and Meldrum's acid (0.200 g, 1.39 mmol) were combined in H2O (2 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 0.381 g of 8-(4-morpholinylmethyl)-3-carboxy-6-methoxy-coumarin in an 85% yield: LCMS (ESI) m/z 320 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642788B2
Source datasetuspto-grants-2014_02
ORD IDord-2c7d7887828c41da88803e00485bce84
Source noteuspto-grants-2014_02