HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(1-Acetyl-1,2-dimethylpropyl)-4-chloro-α-methylbenzeneacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 11312013 | HCID 11312013 | — |
| Reactant | HCID 178467906 | HCID 178467906 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(1-Acetyl-1,2-dimethylpropyl)-4-chloro-α-methylbenzeneacetamide | HCID 11483313 | 55.6% |
Reaction Steps
4.8 g (18 mmol) of 2-[1-(4-chlorophenyl)ethyl]-4-isopropyl-4-methyl-1,3-oxazol-5-one was dissolved in 40 ml of tetrahydrofuran. Thereto was dropwise added, at 5° C., a solution obtained by diluting 20.4 ml of a 1.14 M/liter methyllithium ether solution (23.3 mmol) with 50 ml of tetrahydrofuran. The mixture was kept at 10° C. or below and subjected to a reaction for 1 hour. After the completion of the reaction, ethyl acetate and water were added for phase separation. The separated organic layer was concentrated. The resulting concentrate was subjected to column chromatography to obtain 2.9 g (0.01 mol) (yield=55%) of 2-(4-chlorophenyl)-N-[1-methyl-1-isopropyl-2-oxopropyl]propanamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06469210B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-8f6e24c9241d4a908cb2d6ebe592f737 |
| Source note | uspto-grants-2002_10 |