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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1288328Generated: November 3, 2026

Hydrochloric Acid → HCID 21504764, compound

https://huagongshe.com/reaction/1288328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethyl acetylenedicarboxylateHCID 12980—
ReactantSodium HydroxideHCID 14798—
ReactantBenzyltrimethylammonium hydroxideHCID 66854—
ReactantHCID 21504768HCID 21504768—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 21504764HCID 21504764—

Reaction Conditions

Temperature75 °C

Reaction Steps

The starting compound was obtained in the following way: A solution of 9.8 gm (0.04 mol) of 2-chloro-3-hydroxy6H-dibenzo-[b,d]-pyran and 9.0 gm (0.06 mol) of dimethyl acetylene-dicarboxylate in 20 ml of dioxane was admixed with 0.85 ml of a 40% solution of benzyl trimethylammonium hydroxide in water. The resulting solution was heated for 10 minutes at 75° C, then cooled, admixed with 5 N sodium hydroxide, and heated for one hour more. Then, the reaction mixture was cooled, acidified with concentrated hydrochloric acid, and the precipitate formed thereby was filtered off, washed with water, dried and recrystallized from a mixture of acetic acid and chloroform (1:9). The compound named in the heading, m.p. 242°-243° C, was obtained with a yield of 10.5 gm (99%) of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03987186
Source datasetuspto-grants-1976_10
ORD IDord-c30e0f875f954764abcb2d9b3e7cb333
Source noteuspto-grants-1976_10