HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium;tri(butan-2-yl)boranuide → HCID 66782970, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium;tri(butan-2-yl)boranuide | HCID 4304157 | — |
| Reactant | HCID 66782705 | HCID 66782705 | — |
| Catalyst | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66782970 | HCID 66782970 | 87.7% |
Reaction Steps
To a solution of (S)-1-benzyl-5-methyl-piperidin-3-one (1.1 g, 5 mmol) in dry tetrahydrofuran (15 ml) at −78° C. was added K-selectride (10.8 ml, 11 mmol, 1 M solution in tetrahydrofuran). After 2 h at −78° C. a few drops of water were cautiously added, the reaction allowed to reach room temperature, the tetrahydrofuran removed by evaporation and the residue the residue redissolved in dichloromethane, washed with sat. aq. sodium hydrogencarbonate solution, dried (Na2SO4) and concentrated. Purification by flash column chromatography (ethyl acetate/heptane 1:4) afforded the titled product as a crystalline solid (0.9 g, 43%). MS (ISP)=204.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071586B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-2b676636e6be43a58bc984fe3564f1d1 |
| Source note | uspto-grants-2011_12 |