Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Methylbenzoyl chloride | HCID 70276 | — |
| Reactant | Ethyl 2-(diphenylmethyleneamino)acetate | HCID 319508 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68576299 | HCID 68576299 | — |
Reaction Steps
Under nitrogen, 4.2 g (0.038 mol) of potassium tert-butoxide were suspended in THF. The mixture was cooled to −78° C., and 10.0 g (0.037 mol) of ethyl N-(diphenylmethylene)glycinate, dissolved in THF, were added dropwise. After 40 min at −78° C., the solution was transferred into a cooled dropping funnel (−78° C.) and added dropwise to a solution, cooled to −78° C., of 2-methylbenzoyl chloride in THF. After 1 h of stirring at −78° C., the reaction mixture was allowed to warm to 0° C. over a period of 2 h. The mixture was hydrolyzed using 10% strength hydrochloric acid, and stirring was continued. The solvents were removed and the residue was taken up in water and washed with MTBE. The aqueous phase was concentrated, methanol was added to the residue and the mixture was filtered. Concentration of the filtrate gave 6.2 g of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07687435B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-de3bdf9bb9cd423bb0e262922372c6cb |
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| Source note | uspto-grants-2010_03 |
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