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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665353Generated: November 2, 2026

4-Fluorobenzyl bromide → 9-Bromo-1'-(4-fluorobenzyl)spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

https://huagongshe.com/reaction/1665353

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorobenzyl bromideHCID 68021—
Reactant9-Bromospiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661842—
Product9-Bromo-1'-(4-fluorobenzyl)spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661980—

Reaction Steps

Compound 156 was synthesized using 9-bromospiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 1-(bromomethyl)-4-fluorobenzene and conditions outlined in general procedure W. M.p.=210-211° C.; 400 MHz 1H NMR (CDCl3) δ: 7.91-7.88 (m, 1H), 7.84-7.83 (m, 1H), 7.65-7.62 (m, 1H), 7.30-7.26 (m, 3H), 7.05-7.00 (m, 2H), 3.58 (s, 2H), 2.93 (s, 2H), 2.76-2.72 (m, 2H), 2.50-2.46 (m, 2H), 2.13-2.05 (m, 2H), 1.94-1.83 (m, 2H); LCMS: 488 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-d84ddf6336b74b8e9e11393757e080a8
Source noteuspto-grants-2011_10