HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-methoxymethylamino-1-(2-thienyl)propan-1-ol → 3-(N-Methylamino)-1-(2-thienyl)-1-propanol, (-)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-methoxymethylamino-1-(2-thienyl)propan-1-ol | HCID 66769498 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(N-Methylamino)-1-(2-thienyl)-1-propanol, (-)- | HCID 10095047 | — |
Reaction Steps
(S)-3-methoxymethylamino-1-(2-thienyl)propan-1-ol obtained in example 2 was dissolved in 10 ml of methanol with 8 mg of Raney-nickel. The resulting solution was provided in a glass autoclave and hydrogenated at 50° C. for 12 hours. Upon completion of hydrogenation, the reaction mixture was filtered and the solvent was removed under reduced pressure to obtain the objective compound as a crystal compound (122 mg, 95% ee; purity; 90.8% by HPLC assay). The crude product was further purified by re-crystallization in toluene to give a product with optical purity as high as 100% ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957227B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-c3721bdd8b24453ba0fb7ebb7d1121a4 |
| Source note | uspto-grants-2015_02 |