HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(3,4-dimethoxyphenyl)-N-methoxy-N-methylacetamide → 3,4-Dimethoxy-2-phenylacetophenone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(3,4-dimethoxyphenyl)-N-methoxy-N-methylacetamide | HCID 11218651 | — |
| Reactant | HCID 178418255 | HCID 178418255 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,4-Dimethoxy-2-phenylacetophenone | HCID 12336683 | 61% |
Reaction Steps
Under N2, to a mixture of 2-(3,4-dimethoxyphenyl)-N-methoxy-N-methylacetamide (200 mg, 0.84 mmol) in anhydrous THF was added phenylmagnesium bromide (2.1 mL, 2.1 mmol) at −78° C., and the mixture was stirred for 2 hours. When TLC indicated that the start 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 7 (130 mg, yield 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283229B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-8f961ddfd4a642818d6d7829cafa0a33 |
| Source note | uspto-grants-2016_03 |