Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | Methyl 3-(diphenylmethyleneamino)-2-phenylpropanoate | HCID 59563738 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59563815 | HCID 59563815 | — |
Reaction Steps
To a solution of LiHMDS in THF cooled to −78° C. was added a solution of methyl 3-(diphenylmethyleneamino)-2-phenylpropanoate (E320) in THF also cooled to approximately −78° C. This solution stirred for 30 min at −78° C., then methyl iodide was added directly and the solution was warmed to 0° C. After 3 h the solution was poured into NH4Cl(sat) and extracted with EtOAc. The combined organics were dried (Na2SO4) filtered, and evaporated. Column chromatography (SiO2, 0-15% EtOAc/Hexanes) gave pure methyl 3-(diphenylmethyleneamino)-2-methyl-2-phenylpropanoate (E321).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08716310B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-cfb7882781144b5491a227671b397b6a |
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| Source note | uspto-grants-2014_05 |
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