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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1461791Generated: November 1, 2026

Benzonitrile, 4-bromo- → 4-(8-Hydroxy-1,4-dioxaspiro[4.5]decan-8-yl)benzonitrile

https://huagongshe.com/reaction/1461791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzonitrile, 4-bromo-HCID 12162—
Reactant1,4-Dioxaspiro[4.5]decan-6-oneHCID 12348074—
ReactantTetrahydrofuran hexaneHCID 21883165—
ReactantButyllithiumHCID 178418339—
Product4-(8-Hydroxy-1,4-dioxaspiro[4.5]decan-8-yl)benzonitrileHCID 1502390570%

Reaction Steps

4-Bromobenzonitrile was treated in THF-hexane with n-butyllithium at -100° C. Cyclohexanedione monoethylene ketal was added at -100° to give 70% yield of 11.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05077404
Source datasetuspto-grants-1991_12
ORD IDord-83fccd9e25934bc7b89a55d5fce0a6c0
Source noteuspto-grants-1991_12