HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67547958, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 1-benzyl-4-(4-fluorophenyl)pyrrolidine-3-carboxylate | HCID 12922293 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67547958 | HCID 67547958 | — |
Reaction Steps
(3SR,4RS) 1-Benzyl-4-(4-fluoro-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester (CAS RN: 874990-58-6) (20 g, 0.061 mol) were dissolved in THF (600 mL). At 0° C. LiAlH4 (2.8 g, 0.073 mol) was added portion wise. After stirring at 0° C. for 4 h water (15 mL), then 5N NaOH (15 mL) and additional water (25 mL) was added. After stirring at ambient temperature for 1 h the mixture was extracted with ethyl acetate (3×50 mL), the combined organic phases were dried on sodium sulfate, filtered and evaporated. The crude title product was obtained as a light yellow oil (14.95 g, 86%) 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-033b58296de3442a861c11b67d39f9ef |
| Source note | uspto-grants-2012_11 |