Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | 3-(Cyclohex-1-en-1-yl)thiophene | HCID 12647472 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178516307 | HCID 178516307 | — |
Reaction Steps
Thiophene-3-yl cyclohexene (72.3 mg, 0.44 mmol), and phenol (82.8 mg, 0.88 mmol) was mixed and gently heated until uniform and BF3*H3PO4 (4 uL, 0.044 mmol) was added. The mixture was heated at 70° C. overnight and the dark residue was diluted with EtOAc, washed with sat. NaHCO3, dried and concentrated. Column chromatography (silica, 0-20% EtOAc) gave a mixture of isomers and the desired product could be isolated by preparative TLC (DCM eluent). Yield: 3.7 mg, off-white/pale yellow solid. GC-MS: M+=258.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822548B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-a47abaa40f0f4c32b39487541dddc4d0 |
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| Source note | uspto-grants-2014_09 |
|---|