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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376525Generated: October 31, 2026

4-Chlorophenylboronic acid → 1-[2-(4-Chlorophenyl)cyclopenten-1-yl]-4-(methylthio)benzene

https://huagongshe.com/reaction/1376525

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant1-(2-Bromocyclopenten-1-yl)-4-(methylthio)benzeneHCID 10265059—
Product1-[2-(4-Chlorophenyl)cyclopenten-1-yl]-4-(methylthio)benzeneHCID 10756671103.7%

Reaction Steps

Following the synthetic procedure outlined in Step 3 of Example 1, 250 mg (0.93 mmol) of 1-(2-bromocyclopenten-1-yl)-4-(methylthio)benzene (Example 1, Step 2) was reacted with 300 mg (1.9 mmol) of 4-chlorophenylboronic acid (Lancaster). Purification by silica gel chromatography (MPLC) with hexane gave 290 mg of 1-[2-(4-chlorophenyl)cyclopenten-1-yl]-4-(methylthio)benzene as a colorless solid: mp 72°-74° C.; NMR (CDCl3) δ 2.04 (m, J=7 Hz, 2H), 2.46 (s, 3H), 2.86 (t, J=7 Hz, 4H), 7.07-7.21 (m, 8H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05663180
Source datasetuspto-grants-1997_09
ORD IDord-c9f1a4c0956d4fb8bb34d61c7323cddb
Source noteuspto-grants-1997_09