HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → (2R,3S)-2-cyclopropylaminomethyl-pyrrolidin-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | (2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamide | HCID 69998139 | — |
| Catalyst | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2R,3S)-2-cyclopropylaminomethyl-pyrrolidin-3-ol | HCID 69869847 | 25.6% |
Reaction Steps
A mixture of (2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamide (3.5 g, 20 mmol) and LAH (2.3 g, 3 eq.) in THF (50 mL) was heated to reflux for 2 hours. The cooled reaction was diluted with water (2.3 mL), a few drops of 10% NaOH, then water (2.3 mL). After stirring for 30 mins, the insolubles were filtered off, the filtrate was concentrated to give 0.8 g of (2R,3S)-2-cyclopropylaminomethyl-pyrrolidin-3-ol as a pale yellow oil. MS m/z 157 [M++1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06599902B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-8577d067f9034795a98b04d9f7acfd29 |
| Source note | uspto-grants-2003_07 |