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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665352Generated: October 30, 2026

4-Fluorobenzyl bromide → 1'-(4-Fluorobenzyl)-8-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

https://huagongshe.com/reaction/1665352

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorobenzyl bromideHCID 68021—
Reactant8-Methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661878—
Product1'-(4-Fluorobenzyl)-8-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57662030—

Reaction Steps

Compound 154 was synthesized using 8-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 1-(bromomethyl)-4-fluorobenzene ad conditions outlined in procedure W. Mp.=219-221° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.64 (d, J=8.4 Hz, 1H), 7.37-7.27 (m, 4H), 7.15 (dd, J=8.8, 8.8 Hz, 2H), 3.88 (s, 3H), 3.54 (s, 2H), 3.05 (s, 2H), 2.69 (d, J=11.6 Hz, 2H), 2.36 (dd, J=10.4 Hz, 2H), 1.98 (d, J=13.2 Hz, 2H), 1.81 (dd, J=10.4, 10.4 Hz, 2H); LCMS: 440 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-c396e87e8fa441ae8b2791a38ee9c527
Source noteuspto-grants-2011_10