HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2-fluorobenzene → HCID 69416906, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2-fluorobenzene | HCID 61259 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 1-Bromo-2,3-difluorobenzene | HCID 2733260 | — |
| Reactant | HCID 17683062 | HCID 17683062 | — |
| Reactant | 3-Bromo-2-fluorobenzaldehyde | HCID 22019361 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 69415164 | HCID 69415164 | — |
| Catalyst | Phosphonium, ethyltriphenyl-, bromide (1:1) | HCID 73727 | — |
| Catalyst | Platinum oxide (PtO) | HCID 82844 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69416906 | HCID 69416906 | — |
Reaction Steps
Analogously to example 1, but using N,N-diethyl-3,4-difluorobenzamide (prepared from purchasable 3,4-difluorobenzoic acid [455-86-7] by successive reaction with thionyl chloride and diethylamine) instead of N,N-diethyl-4-n-propylbenzamide and 1-bromo-2-fluoro-3-propylbenzene (prepared from 1-bromo-2-fluorobenzene by lithiation with LDA in THF at −70° C. and subsequent reaction with DMF, Wittig reaction of the resulting 3-bromo-2-fluorobenzaldehyde with ethyltriphenylphosphonium bromide and potassium tert-butoxide in THF and hydrogenation with platinum oxide in ethanol) instead of 1-bromo-2,3-difluorobenzene, 3,4,5-trifluoro-6-propylfluorene is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297379B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-2891797314f441a582f58cd5ce209cf4 |
| Source note | uspto-grants-2007_11 |