HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67532161, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 1-benzyl-4-(4-chlorophenyl)pyrrolidine-3-carboxylate | HCID 12922291 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67532161 | HCID 67532161 | — |
Reaction Steps
(3SR,4RS) 1-Benzyl-4-(4-chloro-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester (CAS RN: 80896-63-5) (30 g, 0.087 mol) were dissolved in THF (400 mL). At 0° C. LiAlH4 (3.5 g, 0.092 mol) was added portion wise. After stirring at 0° C. for 4 h water (18 mL), then 5N NaOH (18 mL) and additional water (54 mL) was added. After stirring at ambient temperature for 1 h the mixture was extracted with ethyl acetate (3×100 mL), the combined organic phases were dried on sodium sulfate, filtered and evaporated. The crude title product was obtained as a white solid (24.6 g, 93%) and directly used in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318759B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-1f1fd04f69ff4aada1496f9ad878d190 |
| Source note | uspto-grants-2012_11 |