Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Benzene, 1-bromo-4-(trifluoromethyl)- | HCID 67872 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | HCID 18322222 | HCID 18322222 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 18322217 | HCID 18322217 | — |
Reaction Steps
At room temperature, 172 mg (7.08 mmol) of magnesium turnings in 10 ml of absolute diethyl ether were admixed with 1.6 g (7.11 mmol) of 4-trifluoromethylbromobenzene. The reaction was started by addition of a drop of bromine. After about 2 h, the magnesium had completely dissolved. The mixture was cooled to 0° C. and 0.5 g (1.78 mmol) of N-(2-(3-methoxyphenyl)ethyl)phthalimide was added. The reaction mixture was allowed to warm to room temperature and, after 2 h, admixed with 5 ml of saturated sodium bicarbonate solution. The aqueous phase was extracted twice with diethyl ether. The combined organic phases were dried and evaporated to dryness using a rotary evaporator. The red crystalline residue was recrystallized from toluene. This gave a colorless product. Yield: 0.49 g. M.p.: 167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06344468B1 |
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| Source dataset | uspto-grants-2002_02 |
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| ORD ID | ord-60e99fabdeb648f18889d88111753765 |
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| Source note | uspto-grants-2002_02 |
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