HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 58495525, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | HCID 55027735 | HCID 55027735 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58495525 | HCID 58495525 | 59% |
Reaction Steps
Add borane-THF complex (13.6 mL, 13.6 mmol, 1M solution in THF) dropwise to a solution of 4-(cyclopentylthiomethyl)-benzonitrile (1.5 g, 6.8 mmol) in anhydrous THF (8 mL) at room temperature and heat the mixture at reflux overnight. Cool to room temperature, add methanol cautiously and stir vigorously until gas evolution stops. Concentrate in vacuo and purify the crude mixture by SCX chromatography to obtain the title compound (0.86 g, 59%). MS (ES+) m/z: 205 (M-NH3+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680091B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-fc7ff2b8302d471e986f6f6f2a70cd10 |
| Source note | uspto-grants-2014_03 |