HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → methyl (R)-7-(4-fluorophenyl)-7-(2-hydroxy-3,4,6-trimethylphenyl)heptanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2,3,5-Trimethylphenol | HCID 12769 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | methyl (S)-7-(4-fluorophenyl)-7-hydroxyheptanoate | HCID 10562892 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | methyl (R)-7-(4-fluorophenyl)-7-(2-hydroxy-3,4,6-trimethylphenyl)heptanoate | HCID 10714337 | 34.1% |
Reaction Steps
To a solution of 2,3,5-trimethylphenol (0.80 g, 5.9 mmol), methyl (S)-7-(4-fluorophenyl)-7-hydroxyheptanoate (0.30 g, 1.2 nunol) and triphenylphosphine (0.46 g, 1.8 mmol) in 1,2-dichloroethane (20 ml) was added at 10° C. a solution of 95% DEAD (0.54 ml) in 1,2-dichloroethane (5 ml) taking 30 minutes. The mixture was stirred for one hour at the same temperature range, then the solvent was distilled off under reduced pressure. The residue was subjected to a silica gel column chromatography to give 0.15 g of methyl (R)-7-(4-fluorophenyl)-7-(2-hydroxy-3,4,6-trimethylphenyl)heptanoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05354913 |
| Source dataset | uspto-grants-1994_10 |
| ORD ID | ord-1c4a96b9e03b496b8a547b8d97e7b126 |
| Source note | uspto-grants-1994_10 |