Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chlorophenylacetyl chloride | HCID 90692 | — |
| Reactant | Phenethylamine, 4-(benzyloxy)-3-methoxy- | HCID 200382 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23508939 | HCID 23508939 | 75.4% |
Reaction Steps
2.14 g (11.97 mmol) of crude 2-(3-methoxy-4-benzyloxyphenyl)ethylamine, 1.45 g (14.36 mmol) of triethylamine and 20 ml of tetrahydrofuran were mixed and cooled to about 0° C. and then 2.26 g (11.97 mmol) of (4-chlorophenyl)acetyl chloride was added dropwise thereto. The mixture was stirred at 0° C. for 30 minutes and further at room temperature for 2 hours. Water was added to the reaction mixture, which was followed by extracted with ethyl acetate, washed with 5% hydrochloric acid and saturated brine subsequently, dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was washed with hexane and dried to give 3.70 g of N-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-2-(4-chlorophenyl)acetamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06762321B2 |
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| Source dataset | uspto-grants-2004_07 |
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| ORD ID | ord-6f292f5b27c24c37adacd12280b42c6d |
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| Source note | uspto-grants-2004_07 |
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