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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32150Generated: October 28, 2026

4,4,5,5-Tetramethyl-2-{spiro[5.5]undec-2-en-3-yl}-1,3,2-dioxaborolane → 4-Methoxy-1-(4-nitro-3-spiro[5.5]undec-2-en-3-yl-phenyl)piperidine

https://huagongshe.com/reaction/32150

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4,5,5-Tetramethyl-2-{spiro[5.5]undec-2-en-3-yl}-1,3,2-dioxaborolaneHCID 23141941—
ReactantTrifluoromethanesulfonic acid 5-(4-methoxypiperidin-1-yl)-2-nitrophenyl esterHCID 59769425—
Product4-Methoxy-1-(4-nitro-3-spiro[5.5]undec-2-en-3-yl-phenyl)piperidineHCID 23143011111.6%

Reaction Steps

Trifluoromethanesulfonic acid 5-(4-methoxypiperidin-1-yl)-2-nitrophenyl ester (2.0 g, 5.43 mmol) prepared in Example (7c) was used as the starting material. 4,4,5,5-Tetramethyl-2-spiro[5.5]undec-2-en-3-yl-[1,3,2]dioxaborolane (1.65 g, 5.97 mmol) prepared in Example (39b) was used instead of 4-t-butylcyclohex-1-enyl-(4,4,5,5-tetramethyl)-[1,3,2]dioxaborolane for reaction in a manner similar to Example (7e) and treated in a similar manner, to give 2.331 g of the title compound as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425554B2
Source datasetuspto-grants-2008_09
ORD IDord-846da2a95c264c9d99ad019370ff291b
Source noteuspto-grants-2008_09