HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 12050295, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Bromo-2,6-dichlorophenol | HCID 18587 | — |
| Reactant | (S)-methyl 2-hydroxy-3-phenylpropanoate | HCID 5289077 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12050295 | HCID 12050295 | 78.1% |
Reaction Steps
A solution of 4-bromo-2,6-dichlorophenol (1.24 g, 6.02 mmol), methyl (2S)-2-hydroxy-3-phenylpropanoate (1.30 g, 7.22 mmol) and triphenylphosphine (2.05 g, 7.83 mmol) in THF (13 mL) at room temperature was treated with DEAD (1.28 mL, 8.13 mmol), stirred for 2 hours, and concentrated. The concentrate was triturated with 10% ethyl acetate/hexanes, filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5% ethyl acetate/hexanes to provide 1.90 g (78%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06472545B2 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-58ef29c1a2a141568d6d4a821d3c0c8f |
| Source note | uspto-grants-2002_10 |