HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxygen → 1-(Bromodifluoromethyl)-4-(trifluoromethoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 46311762 | HCID 46311762 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 1-(Bromodifluoromethyl)-4-(trifluoromethoxy)benzene | HCID 59180516 | — |
Reaction Steps
A solution of 2.38 g (11.22 mmol) of 1-(difluoromethyl)-4-(trifluoromethoxy)benzene and 6.19 g (34.78 mmol) of N-bromosuccinimide (NBS) in 25 ml of tetrachloromethane is irradiated with exclusion of oxygen using a sun lamp. During this, the solvent reaches its boiling point. It is irradiated under reflux for 48 hours. The mixture is then allowed to cool to room temperature, precipitated succinimide is filtered off, and the filtrate is evaporated to dryness. The resulting crude product is purified by flash chromatography on silica gel (mobile phase: cyclohexane). 1.73 g (5.94 mmol, 53% of theory) of a yellowish oil are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609727B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-1c22f1c9d5e04ddeab63af85d76ea279 |
| Source note | uspto-grants-2013_12 |