HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibromodifluoromethane → HCID 57753432, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibromodifluoromethane | HCID 6382 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | tert-Butyl 5-formyl-1,3-dihydro-2H-isoindole-2-carboxylate | HCID 21250554 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57753432 | HCID 57753432 | 31% |
Reaction Steps
To a stirred solution of 4.69 mmol triphenylphosphine in 5 ml DMF at 0° C. was added dropwise a solution of 4.69 mmol dibromodifluoromethane in 1 ml DMF and the mixture was stirred at RT for 30 min. 2.35 mmol 5-formyl-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester was then added at 0° C. and then 4.69 mmol zinc dust was added in small portions. The mixture was stirred at RT for 16 and then concentrated in vacuo. The residue was purified by chromatography (SiO2, heptane/ethyl acetate) to yield the title compound as a white solid (31% yield). MS (m/e): 226.1 ([M+H−Me2C═CH2]+, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557114B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-0b06940317c54555b0566a567e4cb623 |
| Source note | uspto-grants-2009_07 |