HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(3-Methylthiophen-2-yl)ethan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 18183262 | HCID 18183262 | — |
| Catalyst | Nickel Dichloride | HCID 24385 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(3-Methylthiophen-2-yl)ethan-1-amine | HCID 14361750 | 50% |
Reaction Steps
Nickel chloride (0.95 g, 0.73 mmol) was slowly added dropwise to the solution of 2-(3-methylthiophen-2-yl) acetonitrile obtained in step (45-2) (0.10 g 0.73 mmol) in ethanol (3 mL). To a reaction mixture was added portion wise sodium borohydride (0.83 g, 2.19 mmol), and was stirred at room temperature. Water (30 mL) was sequentially added to the mixture, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated. The residue was purified by flash column chromatography (dichloro methane:methanol=8:2), to obtain the title compound (51 mg, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648111B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-d6f715dd8fe24723a2cdf1346de7b9d8 |
| Source note | uspto-grants-2014_02 |