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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383975Generated: October 26, 2026

Sodium hydride → 5-Cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester

https://huagongshe.com/reaction/2383975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Cyano-4-(4-methoxy-dibenzofuran-1-yl)-heptane dioic acid dimethyl esterHCID 86635826—
SolventDimethoxymethaneHCID 8020—
Product5-Cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl esterHCID 24755595—

Reaction Steps

To a mixture of 50% NaH (4.6 g, 0.097 mol) in dimethoxymethane (20 ml) at room temperature under nitrogen was added drop wise at room temperature and under nitrogen a solution of 4-cyano-4-(4-methoxy-dibenzofuran-1-yl)-heptane dioic acid dimethyl ester (13.3 g, 0.032 mol) in dimethoxymethane (130 ml). The reaction mass was allowed to stir for 3 hrs at room temperature. Once product is formed, the reaction mass was quenched with water and extracted with ethyl acetate. The organic layer was dried with sodium sulfate and concentrated under vacuum. 5-cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester was isolated by column chromatography. Yield 9.8 g (80%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263648B2
Source datasetuspto-grants-2012_09
ORD IDord-d24369df3685419894a4c82fb5df0624
Source noteuspto-grants-2012_09