Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Fluorobenzyl chloride | HCID 9602 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 14461243 | HCID 14461243 | 95.7% |
Reaction Steps
Under a nitrogen atmosphere, 2.04 g (0.08 mol) of magnesium are covered with ether. 12.2 g (0.08 mol) of 4-fluorobenzyl chloride in 20 ml of ether are added dropwise to this in such a way that the ether boils gently. After addition is complete, the mixture is refluxed for a further 30 minutes, cooled to room temperature, and 8.3 g (0.07 mol) of 4-fluorobenzaldehyde in 20 ml of ether are slowly added dropwise. It may be necessary to cool with ice-water if the solution boils. After addition is complete, the mixture is left to reflux for 2 hours, then cooled and poured into 50 ml of ice-water. 50% concentrated hydrochloric acid is used to acidify, the phases are separated, and the aqueous phase is extracted 5 x with ether. The combined org. phases are neutralized with saturated sodium bicarbonate solution, washed with saturated sodium chloride solution, dried over magnesium sulfate and evaporated. The colorless oil crystallizes completely and yields 15.7 g of white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04946841 |
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| Source dataset | uspto-grants-1990_08 |
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| ORD ID | ord-9d72150de681449ea5e09dcc10ed4c80 |
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| Source note | uspto-grants-1990_08 |
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