HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester → (S)-2-(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 68999596 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | (S)-2-(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 69004112 | 70.2% |
Reaction Steps
Product from step 1 (1.2 g, 3.13 mmol) in EtOH/THF (10 mL/25 mL) was treated with 10% Pd on carbon (1.0 g) over period of 16 h at rt under H2 balloon. Reaction mixture was filtered through Celite and concentrated under reduced pressure. The crude mixture was purified by silica gel flash chromatography (20% EtOAc/Hexane) to obtain the title product (645 mg, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598359B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-1dc63b2a5b9448f5b4b08de78876d58d |
| Source note | uspto-grants-2013_12 |