HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 1-(2-Nitroethenyl)-4-phenoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium 2-nitro-1-(4-phenoxy-phenyl)ethanolate | HCID 66707614 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-Nitroethenyl)-4-phenoxybenzene | HCID 19082407 | 139.5% |
Reaction Steps
A solution of sodium 2-nitro-1-(4-phenoxy-phenyl)-ethanolate (1.17 g, 4.16 mmol) described in Manufacturing Example 17-1-1, acetic anhydride (510 mg, 4.99 mmol) and triethylamine (696 μL, 4.99 mmol) in anhydrous tetrahydrofuran (20 mL) was stirred overnight under nitrogen atmosphere at room temperature. The reaction mixture was partitioned into water and ethyl acetate at room temperature. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (1.4 g, 70%, purity: ca. 50%) as a crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841327B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-7ca146860ec84438ac0ab544542d19aa |
| Source note | uspto-grants-2014_09 |