HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → Ethyl 2-(4-bromomethyl-2,6-dichlorophenoxy)-2-(3,4-methylenedioxyphenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ethyl 2-(2,6-dichloro-4-hydroxymethylphenoxy)-2-(3,4-methylene dioxyphenyl)acetate | HCID 53743625 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2-(4-bromomethyl-2,6-dichlorophenoxy)-2-(3,4-methylenedioxyphenyl)acetate | HCID 20089189 | — |
Reaction Steps
To a magnetically stirred solution of 0.206 g (0.52 mmol) of the product of step A dissolved in 2 mL methylene chloride was added 0.162 g (0.62 mmol) of triphenylphosphine followed by 0.205 g (0.62 mmol) of carbon tetrabromide at 0° C. The reaction mixture was held at 0° C. for 10 minutes, then allowed to warm to room temperature and stirred for 2.5 hours. The reaction mixture was then concentrated in vacuo and the residue was applied to a silica gel flash chromatography column and eluted with 15% EtOAc-hexane. The purified fractions were combined, evaporated and dried in vacuo to afford 0.220 g (92%) yield of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05334598 |
| Source dataset | uspto-grants-1994_08 |
| ORD ID | ord-4496569043534c9da08c124130586f70 |
| Source note | uspto-grants-1994_08 |