HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyltin chloride → HCID 18177246, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyltin chloride | HCID 14016 | — |
| Reactant | HCID 15006438 | HCID 15006438 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18177246 | HCID 18177246 | — |
Reaction Steps
1-(4-Fluorophenyl)-5-bromo-1H-indole (5 g, 17.2 mmol) in THF (20 mL) was added during 3 minutes to a solution of n-BuLi (1.6 M, 26 mmol) in THF (200 mL) at −78° C. The solution was stirred for 4 minutes at −78° C. before addition of trimethylstannyl chloride (10 g, 50 mmol) in THF (10 mL). The reaction mixture was allowed to warn up to room temperature and stirred for 1 h. After evaporation of the solvent the crude product was purified by flash chromatography (EtOAc/Heptane 5/100). Yield: 3.6 g. Mp 61-63° C. (EtOAc/Heptane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06602889B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-331bfcafa42040c7b1594fefc6e70016 |
| Source note | uspto-grants-2003_08 |