HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 6-Benzenesulfonyl-5-fluoro-3,3-dimethyl-2,3-dihydro-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 6-Benzenesulfonyl-5-fluoro-3,3-dimethyl-1-triisopropylsilanyl-2,3-dihydro-1H-indole | HCID 86723948 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Benzenesulfonyl-5-fluoro-3,3-dimethyl-2,3-dihydro-1H-indole | HCID 86723949 | 85.6% |
Reaction Steps
6-Benzenesulfonyl-5-fluoro-3,3-dimethyl-1-triisopropylsilanyl-2,3-dihydro-1H-indole (1.43 mg, 3.1 mmol) was treated with TBAF (1M solution in THF, 4.0 mL) in dry THF (20 mL) and the resulting solution stirred at room temperature for 1.5 hours. The reaction was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The crude material was purified by chromatography (petrol:EtOAc 1:1) to give the title compound (810 mg) as a colourless oil. MS: [M+H]+=306.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018214B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-1141698ac3ba47e598118404418a4284 |
| Source note | uspto-grants-2015_04 |