HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(3,4-Dichlorophenyl)-N-methoxy-N-methylacetamide → 2-(3,4-Dichlorophenyl)-1-phenylethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(3,4-Dichlorophenyl)-N-methoxy-N-methylacetamide | HCID 15278933 | — |
| Reactant | HCID 178418255 | HCID 178418255 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3,4-Dichlorophenyl)-1-phenylethanone | HCID 2758144 | 85% |
Reaction Steps
Under N2, to a mixture of 2-(3,4-dichlorophenyl)-N-methoxy-N-methylacetamide (440 mg, 1.8 mmol) in anhydrous THF was added phenylmagnesium bromide (4.4 mL, 4.4 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 6 (400 mg, yield 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283229B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-d682a83ed76147f9b9859cd653fcd87f |
| Source note | uspto-grants-2016_03 |