HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 1-(Chloromethyl)-3-(4-(trifluoromethyl)phenoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (3-(4-(Trifluoromethyl)phenoxy)phenyl)methanol | HCID 23136407 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Chloromethyl)-3-(4-(trifluoromethyl)phenoxy)benzene | HCID 66875955 | 96.4% |
Reaction Steps
(3-(4-(Trifluoromethyl)phenoxy)phenyl)methanol from Step 1 (1.3 g, 4.85 mmol), in dichloromethane (10 mL), was cooled to 0° C., and treated dropwise with thionyl chloride (0.39 mL, 5.33 mmol). The reaction mixture was allowed to warm to ambient temperature and was stirred for 16 h. The reaction was concentrated by evaporation and the residue was purified by silica gel chromatography (0-20%, EtOAc:heptane) to afford the title compound (1.34 g) as a thick oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044052B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-5cd0d9a3c3a743828efd325dca491bbb |
| Source note | uspto-grants-2011_10 |