HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 3-(Bromomethyl)-4-(2-fluorophenyl)-1H-isochromen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(2-Fluorophenyl)-3-(hydroxymethyl)-1H-isochromen-1-one | HCID 118131358 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(Bromomethyl)-4-(2-fluorophenyl)-1H-isochromen-1-one | HCID 118131273 | 75% |
Reaction Steps
Triphenylphosphine (0.127 g, 0.488 mmol)) was added to a solution of 4-(2-fluorophenyl)-3-(hydroxymethyl)-1H-isochromen-1-one (intermediate B4, 40 mg, 0.148 mmol) and perbromomethane (0.161 g, 0.488 mmol) in DCM (0.7 ml, 57.5 mmol), and the resulting mixture was stirred at RT for 24 hrs. The reaction was taken up with MeOH then concentrated under reduced pressure. The crude was purified over a Biotage Silica 10 g SNAP cartridge with a gradient of hexane and EtOAc to give the title compound (37 mg, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-054bf81ecc5e49be84520df377826cd7 |
| Source note | uspto-grants-2016_04 |