Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Methoxybenzyl chloride | HCID 69994 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | 2-(2-Phenyl-1,3-oxazolidin-3-yl)ethan-1-ol | HCID 12648663 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 12466834 | HCID 12466834 | 70.7% |
Reaction Steps
A solution of 3-(2-hydroxyethyl)-2-phenyloxazolidine (11.0 g) in anhydrous ether (30 ml) is added dropwise with stirring to Grignard reagent which is prepared from magnesium turnings (3.3 g) and m-methoxybenzyl chloride (20.7 g) in anhydrous ether (150 ml), and the mixture is refluxed for 3 hours. After the reaction, the reaction mixture is decomposed by adding water thereto. The ether layer is separated and extracted with 10% hydrochloric acid (100 ml). The hydrochloric acid layer is made alkaline with ammonia and extracted with ether. The ether layer is dried over anhydrous sodium sulfate, and the solvent is distilled off to give crude dl-N,N-bis(2-hydroxyethyl)-2-(3-methoxyphenyl)-1-phenylethylamine (12.7 g) as an oily substance. When this substance is recrystallized from ethanol, it shows a melting point of 67°-69° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04162316 |
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| Source dataset | uspto-grants-1979_07 |
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| ORD ID | ord-773c1a4fdcdf4cc186578ec8aed55f66 |
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| Source note | uspto-grants-1979_07 |
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