Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | (2S)-1-(4-Methoxyphenyl)-2-phenylpropan-1-one | HCID 69111614 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 69111235 | HCID 69111235 | 85% |
Reaction Steps
Employing a 2 L four-necked flask equipped with a condenser tube, 7.25 g of lithium aluminum hydride was stirred in 290 mL of diethyl ether for 5 minutes. Then, 25.48 g of aluminum chloride as a 280 mL of diethyl ether solution was dropwise added thereto while cooling with ice. After stirring for 5 minutes, 38.26 g of (S)-(+)-1-(4-methoxyphenyl)-2-phenylpropane-1-one as a 245 mL diethyl ether solution was dropwise added thereto. Then, reflux under heating was carried out for 3 hours. After cooling to 0° C., treatment with diluted hydrochloric acid was carried out, extraction with diethyl ether was carried out for liquid separation, and drying over anhydrous sodium sulfate was carried out overnight. After the solvent was distilled off, purification by column chromatography (developing solvent: hexane) was carried out to obtain 30.55 g of (R)-(−)-1-(4-methoxyphenyl)-2-phenylpropane [H-Ph-CH(CH3)—CH2-Ph-OCH3] (yield: 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07108895B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-90b142edeebd44f78dfae3f766047963 |
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| Source note | uspto-grants-2006_09 |
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