HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 4-[2-[[1,1'-Biphenyl]-2-yl]-2-oxoethoxy]-alpha-oxobenzeneacetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl ester | HCID 3084696 | — |
| Reactant | 1-([1,1'-Biphenyl]-2-yl)-2-bromoethan-1-one | HCID 12747845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[2-[[1,1'-Biphenyl]-2-yl]-2-oxoethoxy]-alpha-oxobenzeneacetic acid methyl ester | HCID 53943779 | 41.4% |
Reaction Steps
4-Hydroxy-alpha-oxobenzeneacetic acid methyl ester (0.721 g) in dimethylformamide (8 mL) under argon was treated with 55% sodium hydride (0.175 g), stirred for 30 minutes and then 1-[1,1'-biphenyl]-2-yl-2-bromoethanone (1.1 g) in dimethylformamide (4 mL). The mixture was stirred at room temperature overnight and worked up as in Example 20. The residual oil (1.5 g) was purified by flash chromatography over silica gel (dichloromethane) to afford of 0.62 g of 4-[2-[[1,1'-biphenyl]-2-yl]-2-oxoethoxy]-alpha-oxobenzeneacetic acid methyl ester as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05344843 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-381719996dc64f48bf5776250ca76c95 |
| Source note | uspto-grants-1994_09 |