HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Trimethyl(2,3,2'-trifluoro-4'-iodobiphenyl-4-yl)silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,2-Diiodoethane | HCID 12224 | — |
| Reactant | (4'-Bromo-2,3,2'-trifluorobiphenyl-4-yl)trimethylsilane | HCID 11462508 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | Trimethyl(2,3,2'-trifluoro-4'-iodobiphenyl-4-yl)silane | HCID 11304300 | 84% |
Reaction Steps
30 ml (48 mmol) of 1.6 M BuLi are added dropwise at −78° C. to a solution of 15.8 g (44 mmol) of 7 in 132 ml of dry THF. After 15 minutes, 16 g (57.2 mmol) of 1,2-diiodoethane are added as solid, and the mixture is allowed to warm to room temperature over the course of 1 hour. Water and methyl tert-butyl ether are subsequently added. The organic phase is washed with water, sat. Na2S2O5 and sat. NaCl, dried over MgSO4 and filtered through SiO2. The solvent is removed under reduced pressure, petroleum ether is added to the oily residue, and the product is recrystallised at −25° C. (yield: 84%, m.p. 76.0° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08124817B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-422ed40b8542448883b6768c454c4bcb |
| Source note | uspto-grants-2012_02 |