HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 22610297, compound → HCID 22610291, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 22610297 | HCID 22610297 | — |
| Reactant | HCID 22610299 | HCID 22610299 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22610291 | HCID 22610291 | 84% |
Reaction Steps
To a solution of 3-benzhydryl-6-chloro-1H-indole (1.0 eq) in THF (0.1 M), at −78° C., was added a 2.5 M solution of n-butyllithium (1.0 eq). After 0.5 h, the solution was warmed to room temperature and then treated with methyl 3-[4-(vinylsulfonyl)phenyl]propanoate (1.2 eq). The mixture was stirred for 3 h, quenched with saturated ammonium chloride solution, and extracted with ethyl acetate. The organic solution was washed with saturated sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate, and evaporated. The crude material was chromatographed with silica gel to give the desired product in 84% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06828344B1 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-6ba58c2c796d4ccdb3a54f4883f47e26 |
| Source note | uspto-grants-2004_12 |