HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-(diphenylmethyleneamino)acetate → HCID 86685800, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-(diphenylmethyleneamino)acetate | HCID 319508 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 86685801 | HCID 86685801 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86685800 | HCID 86685800 | 73.2% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a solution of 2R)-6-methyloct-7-en-2-yl 4-methylbenzenesulfonate (15 g, 50.6 mmol) and N-(diphenylmethylene)glycinate ethyl ester (13.53 g, 50.6 mmol) in toluene (120 mL) was added LiHMDS (60.7 mL, 60.7 mmol, 1M solution in THF) at 0° C. The reaction mass was allowed to come to room temperature heated at 110° C. for 2 h. The reaction mass was cooled to room temperature, quenched with water and extracted with ethyl acetate (200 mL×3). The combined organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to get crude compound (14.5 g). The crude compound was taken to the next step without further purification. MS: MS m/z 392.1 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691757B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-24d368df52fb47a6963bfa27e30127c4 |
| Source note | uspto-grants-2014_04 |