HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(5-(4-Fluorophenoxy)-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | Ethyl 2-[5-hydroxy-4'-(trifluoromethyl)biphenyl-3-yl]pentanoate | HCID 24771789 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(5-(4-Fluorophenoxy)-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester | HCID 25111745 | 58.2% |
Reaction Steps
Triethylamine (100 μL, 0.72 mmol) was added to a stirred mixture of 2-(5-hydroxy-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester (90 mg, 0.25 mmol), Cu(OAc)2 (68 mg, 0.38 mmol), 4-fluorophenylboronic acid (70 mg, 0.57 mmol), 4 {acute over (Å)} molecular sieves (25 mg, powdered) and DCM (2 mL) at room temperature open to the air. After 24 h, the reaction mixture was loaded onto silica and purified (0-10% ethyl acetate in petrol) to give 2-(5-(4-fluorophenoxy)-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester (67 mg) as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557244B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-24b2a2ef31ad44e788d2117e447b65b6 |
| Source note | uspto-grants-2009_07 |