HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphenylsilane → 1,1-Dimethylethyl 1-(4-chlorophenyl)-2-cyclopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphenylsilane | HCID 69888 | — |
| Reactant | 1,1-Dimethylethyl 1-oxo-3-(4-chlorophenyl)-2-cyclopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylate | HCID 24954507 | — |
| Catalyst | Carbonylhydridotris(triphenylphosphine)rhodium(I) | HCID 10941995 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,1-Dimethylethyl 1-(4-chlorophenyl)-2-cyclopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylate | HCID 57986042 | 95.5% |
Reaction Steps
Under a nitrogen atmosphere, treat 1,1-dimethylethyl 1-oxo-3-(4-chlorophenyl)-2-cyclopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylate (9) (0.76 g) in anhydrous THF (2 mL) with RhH(CO)(PPH3)3 (18 mg) and then, diphenylsilane (9.1 mL). The resulting mixture was shaken at room temperature for 2 h. Place the reaction mixture on silica gel plates (12, 1000 u) and elute with hexane/EtOAc 85/15 to give a colorless residue (0.700 g). Place this material on silica gel plates (12, 1000 u) and elute with hexane/EtOAc 85/15 to give the title compound (10) as a colorless foam (0.58 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07638526B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-50fd09f961b948ee9b00b4150ec544bb |
| Source note | uspto-grants-2009_12 |