HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 22137278, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 22137311 | HCID 22137311 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 22137278 | HCID 22137278 | 83% |
Reaction Steps
To a solution of N-(4-iodo-phenyl)-2,4,6-trimethyl-N-[3-(tetrahydro-pyran-2-yloxy)-benzyl]-benzenesulfonamide (0.506 g, 0.86 mmol) in 5 mL tetrahydrofuran was added HCl (5.35 mL of a 4.0 M solution in 1,4-dioxane, 21.4 mmol) and triethylsilane (1.37 mL, 8.56 mmol). The reaction mixture was stirred at room temperature overnight. Saturated aqueous sodium bicarbonate was added and the mixture was extracted with methylene chloride. The organic layer was separated and concentrated. Medium pressure silica gel chromatography of the residue (methylene chloride) afforded 0.36 g (83%) of the title compound of Step C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07053212B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-51c8cd172cb946b1a88a688bb3216ed9 |
| Source note | uspto-grants-2006_05 |