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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371641Generated: October 30, 2026

Sodium Hydroxide → 3,4-dihydro-4-oxo-8-propyl-7[2-[(5,6,7,8-tetrahydro-1-naphthalenyl)oxy]ethoxy]-2H-1-benzopyran-2,2-dipropanoic acid

https://huagongshe.com/reaction/2371641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantdiethyl 3,4-dihydro-4-oxo-8-propyl-7-[2-[(5,6,7,8-tetrahydro-1-naphthalenyl)oxy]ethoxy]-2H-1-benzopyran-2,2-dipropanoateHCID 19907261—
SolventMethanolHCID 887—
Product3,4-dihydro-4-oxo-8-propyl-7[2-[(5,6,7,8-tetrahydro-1-naphthalenyl)oxy]ethoxy]-2H-1-benzopyran-2,2-dipropanoic acidHCID 1990726216.5%

Reaction Steps

A mixture of 150 mg (0.277 mmol) of the titled product of Example 60, 3 ml of methanol, and 3 ml of 1N sodium hydroxide was stirred at reflux for one hour. The reaction mixture was permitted to cool and then partitioned between ethyl acetate and 3N hydrochloric acid. The aqueous layer was further extracted with two portions of ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4), filtered, and the solvent removed under reduced pressure. Crystallization of the residue from ethyl acetate gave 24 mg of the title compound as a solid, m.p. 159.5°-161.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05093353
Source datasetuspto-grants-1992_03
ORD IDord-9b1fce4bffea44be8ff54370dda6390c
Source noteuspto-grants-1992_03