HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyl triflate → HCID 10357417, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | 6-bromo-5-nitro-2,3-dihydro-1H-inden-1-one | HCID 10060940 | — |
| Reactant | HCID 18183672 | HCID 18183672 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10357417 | HCID 10357417 | 79% |
Reaction Steps
To a suspension of 5-nitro-6-bromo-1-indanone (11.0 g, 43 mmol) and bis(trimethylsilyloxy)ethane (22.0 mL, 90 mmol) in CH2Cl2 (90 mL) at room temperature was added trimethylsilyltrifluoromethanesulfonate (100 μL). The mixture was stirred for 2 h and the homogeneous solution was quenched with saturated aqueous NaHCO3 (100 mL). The CH2Cl2 layer was separated, washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo. Chromatography over silica gel, eluting with ethyl acetate:hexanes (2:5), furnished 10.2 g (79%) of the title compound as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05409944 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-5f5870a47b644ae68d7b679edc7fac00 |
| Source note | uspto-grants-1995_04 |