Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl ester | HCID 3084696 | — |
| Reactant | [(1Z)-3-Chloro-1-propen-1-yl]benzene | HCID 10997235 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67757651 | HCID 67757651 | — |
Reaction Steps
A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (1.79 g) in dimethylformamide (30 mL) under argon was treated with 55% sodium hydride (0.432 g), stirred for 15 minutes and treated with (Z)-(3-chloro-1-propenyl)benzene (1.9 g). The mixture was heated at 60° C. overnight and worked up as in Example 20. The crude dichloromethane extract was purified by HPLC (dichloromethane-hexane; 4:1 ) and the resulting 1.9 g of analytically pure (Z)-alpha-oxo-4-[(3-phenyl-2-propenyl)oxy]benzeneacetic acid methyl ester failed to crystallize.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05344843 |
|---|
| Source dataset | uspto-grants-1994_09 |
|---|
| ORD ID | ord-9b783ced4d6f4d3aa2c0b80ed2dfbdbc |
|---|
| Source note | uspto-grants-1994_09 |
|---|
