HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methoxy-N-methyl-4-biphenylacetamide → 2-([1,1'-Biphenyl]-4-yl)-1-phenylethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methoxy-N-methyl-4-biphenylacetamide | HCID 17815837 | — |
| Reactant | HCID 178418255 | HCID 178418255 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-([1,1'-Biphenyl]-4-yl)-1-phenylethanone | HCID 296761 | 80.7% |
Reaction Steps
Under N2, to a mixture of 2-(biphenyl-4-yl)-N-methoxy-N-methylacetamide (500 mg, 1.96 mmol) in anhydrous THF was added phenylmagnesium bromide (5 mL, 5 mmol) at −78° C., and the mixture was stirred for 3 hours. When TLC indicated that the starting material was consumed, the reaction mixture was diluted with EtOAc, washed with water and brine, concentrated, and purified by column chromatography (PE:EtOAc=20:1) to give Intermediate 5 (430 mg, yield 80.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067893B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-8ac28736929441f4892b10ad36ebbd26 |
| Source note | uspto-grants-2015_06 |