HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-(Butyloxy)-4-(chloromethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (2-(Butyloxy)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol | HCID 57707020 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(Butyloxy)-4-(chloromethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl | HCID 57705558 | 85.5% |
Reaction Steps
To a stirred solution of 5.3 (0.8800 g, 2.891 mmol) in DCM (15 mL) at 23° C. was added thionyl chloride (0.4218 mL, 5.783 mmol). The reaction mixture was then stirred overnight. The reaction was concentrated and then purified by combiflash (0 to 10% EtOAc/Hexanes) to provide 5.4 (0.7980 g, 85.50% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030354B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-5259d1f5ede748d69a9daf1672d55fb3 |
| Source note | uspto-grants-2011_10 |