HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorophenylboronic acid → 1-[2-(4-Chlorophenyl)cyclopenten-1-yl]-4-(methylthio)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | 1-(2-Bromocyclopenten-1-yl)-4-(methylthio)benzene | HCID 10265059 | — |
| Product | 1-[2-(4-Chlorophenyl)cyclopenten-1-yl]-4-(methylthio)benzene | HCID 10756671 | 103.7% |
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) d 2.04 (m, J=7 Hz, 2H), 2.46 (s, 3H), 2.86 (n, J=7 Hz, 4H), 7.07-7.21 (m, 8H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05420287 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-5ed1af96bdaa45efa68188a68ed16d31 |
| Source note | uspto-grants-1995_05 |