HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → Ethyl 2-methyl-2-(methylsulfonyl)-4-(4-phenoxyphenyl)butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | {4-[4-Ethoxy-3-methyl-3-(methylsulfonyl)-4-oxobutyl]phenyl}boronic acid | HCID 66577887 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2-methyl-2-(methylsulfonyl)-4-(4-phenoxyphenyl)butanoate | HCID 66577921 | — |
Reaction Steps
To a solution of {4-[4-ethoxy-3-methyl-3-(methylsulfonyl)-4-oxobutyl]phenyl}boronic acid (599 mg, 1.83 mmol) in methylene chloride (3 mL) was added phenol (86 mg, 0.91 mmol), pyridine (148 uL, 1.83 mmol) and copper (II) acetate (157 mg, 0.866 mmol). The mixture was stirred at ambient temperature under open atmosphere for 2 days. Silica gel was added and the mixture was concentrated to dryness and purified via silica gel chromatography eluting with ethyl acetate/heptanes to afford ethyl 2-methyl-2-(methylsulfonyl)-4-(4-phenoxyphenyl)butanoate as an oil. 312 mg. LCMS: (M+1) 377.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853258B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-5e647104e6104a438dd70e4349218b7f |
| Source note | uspto-grants-2014_10 |