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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37527Generated: October 25, 2026

4-(Methylthio)phenylboronic acid → 1-(2-Phenylcyclopenten-1-yl)-4-(methylthio)benzene

https://huagongshe.com/reaction/37527

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Methylthio)phenylboronic acidHCID 2733959—
Reactant1-Bromo-2-phenylcyclopenteneHCID 22917403—
Product1-(2-Phenylcyclopenten-1-yl)-4-(methylthio)benzeneHCID 2291734589%

Reaction Steps

Following a synthetic procedure which was similar to the one outlined in Step 3 of Example 1, 750 mg (3.4 mmol) of 1-bromo-2-phenylcyclopentene (Step 1) was reacted with 1.2 g (6.8 mmol) of 4-methylthiophenylboronic acid (Example 1, Step 1). Purification by silica gel chromatography (MPLC) with hexane gave 800 mg (89%) of 1-(2-phenylcyclopenten-1-yl)-4-(methylthio)benzene as an oil: NMR (CDCl3) d 2.00-2.17 (m, 2H), 2.46 (s, 3H), 2.86-3.01 (m, 4H), 7.08-7.19 (m, 4H), 7.19-7.32 (m, 5H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05420287
Source datasetuspto-grants-1995_05
ORD IDord-2eec9b5e7de0488a8ce94b1ead99ab88
Source noteuspto-grants-1995_05