HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitromethane → 3-Benzyloxy-trans-beta-nitrostyrene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | 3-Benzyloxybenzaldehyde | HCID 74342 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 3-Benzyloxy-trans-beta-nitrostyrene | HCID 5368282 | 89% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 3-benzyloxy-benzaldehyde (5.16 g, 24.3 mmol) described in Manufacturing Example 61-1-1, nitromethane (2.16 mL, 48.6 mmol), ammonium acetate (2.81 g, 36.5 mmol) and acetic acid (50 mL) was stirred for 6 hours at 100° C. This mixture was cooled to room temperature, concentrated under a reduced pressure, and diluted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=4:1-2:1-1:1) to obtain the title compound (5.50 g, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507530B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-d2f6a80ebb5844bc9fa0befa09dfa9c2 |
| Source note | uspto-grants-2013_08 |