HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 5-Bromo-2-(3-(chloromethyl)phenoxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (3-(5-Bromopyrimidin-2-yloxy)phenyl)methanol | HCID 63869081 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Bromo-2-(3-(chloromethyl)phenoxy)pyrimidine | HCID 66876722 | 97% |
Reaction Steps
(3-(5-Bromopyrimidin-2-yloxy)phenyl)methanol (0.790 g, 2.81 mmol) in dichloromethane (9 mL) was cooled to 0° C. and treated dropwise with thionyl chloride (0.215 mL, 2.95 mmol). The reaction mixture was allowed to warm to ambient temperature and stirred for 1 h. Toluene (5 mL) was added and the mixture was concentrated to give the title compound (0.815 g, 97% yield) as a semi-solid. MS (APCI) M+1=299.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044052B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-b27e70a88f364a468843a5c32c34da9e |
| Source note | uspto-grants-2011_10 |