HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium bis(trimethylsilyl)amide → HCID 54697511, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | Methyl 2-(acetylamino)-4-(trifluoromethyl)benzoate | HCID 11701649 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54697511 | HCID 54697511 | 64.6% |
Reaction Steps
To a solution of the product of step 2 (3.0 g) in THF (60 ml) was added 0.5 M KHMDS in toluene (108 ml) dropwise at −78° C. After the addition was completed, the mixture was kept at −78° C. for 40 minutes, then it was allowed to warm up slowly at room temperature. The mixture was quenched with H2O and the product was extracted twice with water. The combined aqueous layers were washed with ethyl acetate twice and then acidified with 6N HCl. The solid was filtered and the filter cake was washed with water and dried by vacuum aspiration to get a beige solid which was triturated into ethyl acetate to get a white solid (1.7 g). LRMS (ES+) m/z 230.05 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328138B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5e7d96a526b74e5eb29e922f2db7ffc0 |
| Source note | uspto-grants-2016_05 |