HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanophenylboronic acid → 1-[2-(4-Cyanophenyl)cyclopenten-1-yl]-4-(methylthio)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| Reactant | 1-(2-Bromocyclopenten-1-yl)-4-(methylthio)benzene | HCID 10265059 | — |
| Product | 1-[2-(4-Cyanophenyl)cyclopenten-1-yl]-4-(methylthio)benzene | HCID 22917363 | 89% |
Reaction Steps
Following the synthetic procedure outlined in Step 3 of Example 1, 500 mg (1.9 mmol) of 1-bromocyclopenten-1-yl)-4-methylthio) benzene (Example 1, Step 2) was reacted with 540 mg 3.7 mmol) of 4-cyanophenylboronic acid (Step 1 Purification by silica gel chromatography (MPLC) with hexane ethyl acetate (19:1) gave 480 mg (89%) of 1-[2-(4-cyanophenyl)cyclopenten-1-yl]-4-(methylthio)benzene as an oil: NMR (CDCl3) d 2.07 (m, J=7 Hz, 2H), 2.42 (s, 3H), 2.89 (t, J=7 Hz, 4H), 7.05 (d, J=8 Hz, 2H), 7.11 (d, J=8 Hz, 2H), 7.26 (d, J=8 Hz, 2H), 7.48 (d, J=8 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05420287 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-2203f047ea78483ba1766daf006ac449 |
| Source note | uspto-grants-1995_05 |