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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5890Generated: October 29, 2026

Methyl 2-chloro-cis-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylate → 2-Chloro-cis-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylic acid

https://huagongshe.com/reaction/5890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-chloro-cis-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylateHCID 14621142—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
Solvent1,4-DioxaneHCID 31275—
Product2-Chloro-cis-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylic acidHCID 14621146—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 2 g methyl 2-chloro-cis-5a,6,7,8, 9,9a-hexahydrodibenzofuran-4-carboxylate in 30 ml 1N sodium hydroxide and 5 ml dioxane is stirred at 60° C. for 5 hours. This is then diluted with water, filtered, acidified with acetic acid, extracted with ethyl acetate, dried over magnesium sulfate and evaporated to dryness to obtain an oily product which crystallizes on standing. This is recrystallyzed to obtain 2-chloro-cis-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylic acid. (M.P. 132°-4° C.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05246942
Source datasetuspto-grants-1993_09
ORD IDord-fe043d08703d4db0a5c9306f4b9bfdfd
Source noteuspto-grants-1993_09