HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 66653163, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Methyl 3-Hydroxybenzoate | HCID 88068 | — |
| Reactant | (R)-3-Hydroxypyrrolidin-2-one | HCID 641547 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66653163 | HCID 66653163 | 96.2% |
Reaction Steps
Cool a solution of 3-hydroxy-benzoic acid methyl ester (9.03 g, 59.4 mmol) in tetrahydrofuran (125 mL) to 0° C. and add (R)-3-hydroxy-pyrrolidin-2-one (5.00 g, 49.5 mmol) and triphenyl phosphine (15.6 g, 59.4 mmol). Slowly add to this mixture diethylazodicarboxylate (10.2 mL, 64.3 mmol). Warm the reaction mixture to room temperature and stir overnight. Concentrate the mixture under reduced pressure and purify the residue by flash silica gel chromatography to provide 11.2 g of 3-((R)-2-oxo-pyrrolidin-3-yloxy)-benzoic acid methyl ester as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079880B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-10ba48ca085c4fd387980efbdafe65af |
| Source note | uspto-grants-2015_07 |