Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | N-[2-(2,6-Dimethylphenoxy)-1-methylethyl]acetamide | HCID 567741 | — |
| Solvent | Diethyl ether ethanol | HCID 21585056 | — |
| Product | HCID 14627460 | HCID 14627460 | — |
Reaction Steps
Step 2 involves the reduction of the N-[2-(2,6-dimethylphenoxy)-1-methylethyl]-acetamide to the amine. The product from step 1 is heated to reflux temperature in the presence of an aprotic solvent such as tetrahydrofuran, and an effective reducing agent such as borane-dimethylsulfide complex. The reaction temperature is maintained at reflux for about 5-40 hours, preferably about 24 hours, and is preferably performed under an inert atmosphere, e.g., nitrogen. When the reaction is substantially complete, the product is isolated and purified by conventional techniques, for example converting to an acid salt, preferably the hydrochloride salt, then crystallizing from an organic solvent, for example ethanol/ether, yielding racemic [2-(2,6-dimethylphenoxy)-1-methylethyl]-ethylamine salt, preferably the hydrochloride salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05688830 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-a0dcecfa5a19466993248e62560831b8 |
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| Source note | uspto-grants-1997_11 |
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