HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2'-Fluoro-4'-(methylsulfonyl)-4-biphenylol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Hydroxyphenylboronic acid | HCID 2734360 | — |
| Reactant | 4-Bromo-3-fluorophenyl methyl sulphone | HCID 46738908 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2'-Fluoro-4'-(methylsulfonyl)-4-biphenylol | HCID 66673015 | 65% |
Reaction Steps
2′-Fluoro-4′-(methylsulfonyl)-4-biphenylol (0.34 g, 65%) was prepared as an off-white solid from (4-hydroxyphenyl)boronic acid (0.30 g, 2.07 mmol), 1-bromo-2-fluoro-4-(methylsulfonyl)benzene (0.5 g, 1.98 mmol), 2M Na2CO3 (12 mL) and Pd(PPh3)4 (20 mg, 0.02 mmol) in DME (12 mL) in a manner similar to Example 1, Step 1. 1H NMR (400 MHz, CDCl3): δ 7.76 (dd, 1H, Ja=8.0 Hz, Jb=1.5 Hz), 7.74-7.69 (m, 1H), 7.64-7.58 (m, 1H), 7.47 (d, 2H, J=7.1 Hz), 6.94 (d, 2H, J=8.5 Hz), 4.94 (bs, 1H), 3.10 (s, 3H); LRMS (ESI), m/z 267 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101634B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-61eaa71004374bd5953be58ac64ea35c |
| Source note | uspto-grants-2012_01 |