HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77840Generated: October 29, 2026
Water → 1-(2-Nitro-ethyl)-4-phenoxy-benzene
https://huagongshe.com/reaction/77840
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-(2-Nitroethenyl)-4-phenoxybenzene | HCID 19082407 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(2-Nitro-ethyl)-4-phenoxy-benzene | HCID 66707710 | 28.2% |
Reaction Steps
To a solution of 1-((E)-2-nitro-vinyl)-4-phenoxy-benzene (1.40 g, 2.90 mmol, purity: 50%) described in Manufacturing Example 17-1-2 in methanol (15 mL) was added sodium borohydride (274 mg, 7.25 mmol) at room temperature while cooling appropriately under nitrogen atmosphere, which was stirred for 10 minutes at room temperature. Water was then added dropwise at room temperature while cooling appropriately. The reaction mixture was extracted with ethyl acetate. 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. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:5) to obtain the title compound (199 mg, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08841327B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-e017fdb2f72748308c4b675a9aacc481 |
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| Source note | uspto-grants-2014_09 |
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