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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1284104Generated: November 1, 2026

Methanol → 11H,12H-[1]benzopyrano[2,3-b][1]benzopyran-11,12-dione

https://huagongshe.com/reaction/1284104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethyl SalicylateHCID 4133—
ReactantSodium hydrideHCID 24758—
Reactantalpha-HydroxyacetophenoneHCID 68490—
CatalystO-XyleneHCID 7237—
Product11H,12H-[1]benzopyrano[2,3-b][1]benzopyran-11,12-dioneHCID 2785826—

Reaction Steps

The starting material was prepared as follows: 13.6 g. 2-hydroxyacetophenone and 19.2 g NaH in 200 ml. of dry xylene containing 2 drops of methanol were heated under reflux to boiling. Then 15.2 g of methyl salicylate were added and heating continued for 7 hours. The needlemass was washed with ether and ice-water/acetic acid (2:1) and then recrystallized from C Cl4. Yield 5.0 g (20%); colorless crystals; m. 118°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03978081
Source datasetuspto-grants-1976_08
ORD IDord-f914f76484ea454ba3e6633a73a54aaa
Source noteuspto-grants-1976_08