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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
Reactant1-(2-Nitroethenyl)-4-phenoxybenzeneHCID 19082407—
SolventMethanolHCID 887—
Product1-(2-Nitro-ethyl)-4-phenoxy-benzeneHCID 6670771028.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-e017fdb2f72748308c4b675a9aacc481
Source noteuspto-grants-2014_09