HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → Methyl 2-(bromomethyl)-4,5-dichlorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Methyl-4,5-dichloro-2-(hydroxymethyl)benzoate | HCID 19804259 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-(bromomethyl)-4,5-dichlorobenzoate | HCID 19804260 | 50% |
Reaction Steps
To a solution of 169 mg (0.72 mmol) of the product of Step B in 3 mL of CH2Cl2 at 0° C. was added 283 mg (1.08 mmol, 1.5 eq) of triphenylphosphine and 360 mg (1.08 mmol, 1.5 eq) of carbon tetrabromide. The mixture was stirred for 16 hours and quenched with methanol. The reaction was concentrated in vacuo and the resultant oil was flash chromatographed with 2:1 hexane/ethyl acetate to afford the titled compound (107 mg, 50%) as a brownish orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05175164 |
| Source dataset | uspto-grants-1992_12 |
| ORD ID | ord-419fdd495a0347adb6b5517310cd4e52 |
| Source note | uspto-grants-1992_12 |