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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845319Generated: November 1, 2026

Solketal → Methyl 2'-cyano-5-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-4'-methylbiphenyl-3-carboxylate

https://huagongshe.com/reaction/1845319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSolketalHCID 7528—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantMethyl 2'-cyano-5-hydroxy-4'-methylbiphenyl-3-carboxylateHCID 58187996—
SolventDichloromethaneHCID 6344—
ProductMethyl 2'-cyano-5-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-4'-methylbiphenyl-3-carboxylateHCID 58188193—

Reaction Steps

To a stirred solution of methyl 2′-cyano-5-hydroxy-4′-methylbiphenyl-3-carboxylate (150 mg, 0.56 mmol), triphenylphosphine (220 mg, 0.84 mmol), 2,2-dimethyl-1,3-dioxolane-4-methanol (82 mg, 0.62 mmol) in CH2Cl2 (5 mL) at room temperature was slowly added a solution of diisopropyl azodicarboxylate (340 mg, 1.7 mmol) in CH2Cl2 (3 mL). The reaction mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by flash chromatography to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-3eb801e7555843138b191f60bf176fb6
Source noteuspto-grants-2015_02