HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 23451096, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Methylthio)phenylboronic acid | HCID 2733959 | — |
| Reactant | HCID 23450940 | HCID 23450940 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23451096 | HCID 23451096 | 67.2% |
Reaction Steps
Under nitrogen, 5 g (4.3 mmol) of Pd(PPh3)4 was added to a stirred solution of 7.9 g (17.8 mmol) of 1,2-dichloro-4,5-bis(trifluoromethanesulfonyl)benzene (Step 4), 3.0 g (18 mmol) of 4-methylthiophenylboronic acid (Example 1, Step 2) and 7.4 g (54 mmol) of anhydrous K2CO3 powder in 90 mL of toluene. The reaction was stirred at reflux for 48 hours, and diluted with CH2Cl2. The resulting solution was washed with water and brine, and dried over MgSO4. Purification by silica gel plug with ethyl acetate/hexane (5:95 to 30:70) gave 4.8 g (56%) of 1,2-dichloro-4-[4-(methylthio)phenyl]-5-(trifluoromethanesulfonyl)benzene as a colorless solid: NMR (CDCl3) δ 2.54 (s, 3H), 7.33 (s, 4H), 7.50 (S, 1H), 7.56 (S, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06677488B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-17bde6e432de49acbdce4f3d0478000e |
| Source note | uspto-grants-2004_01 |