HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2,4-Dichlorophenyl)boronic acid → 1-[2-(2,4-Dichlorophenyl)cyclopenten-1-yl]-4-(methylthio)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2,4-Dichlorophenyl)boronic acid | HCID 2734659 | — |
| Reactant | 1-(2-Bromocyclopenten-1-yl)-4-(methylthio)benzene | HCID 10265059 | — |
| Product | 1-[2-(2,4-Dichlorophenyl)cyclopenten-1-yl]-4-(methylthio)benzene | HCID 22917309 | 89.8% |
Reaction Steps
Following the synthetic procedure outlined in Step 3 of Example 1, 280 mg (0.93 mmol) of 1-(2-bromocyclopenten-1-yl)-4-(methylthio)benzene (Example 1, Step 2) was reacted with 350 mg (1.9 mmol) of 2,4-dichlorophenylboronic acid (Lancaster). Purification by silica gel chromatography (MPLC) with hexane gave 280 mg of 1-[2-(2,4-dichlorophenyl)cyclopenten-1-yl]-4-(methylthio)benzene as an oil: NMR (CDCl3) d 2.10 (m, J=7 Hz, 2H) , 2.41 (s, 3H) , 2.81 (t, J=8 Hz, 4H) , 2.92 (m, J=8 Hz, 2H) , 6.95-7.21 (m, 6H) , 7.40 (s, 1H) .
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05344991 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-60000d884aee473f96ac2a161bcb23e6 |
| Source note | uspto-grants-1994_09 |