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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 640076Erstellt: 24. Oktober 2026

Acetic Acid → 1-Benzyloxy-4-(2-nitro-ethyl)-benzene

https://huagongshe.com/de/reaction/640076

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktDimethyl SulfoxideHCID 679—
EduktSodium borohydrideHCID 4311764—
Edukt(E)-1-(Benzyloxy)-4-(2-nitrovinyl)benzeneHCID 5702926—
LösungsmittelWaterHCID 962—
Produkt1-Benzyloxy-4-(2-nitro-ethyl)-benzeneHCID 2472103770,8%

Reaktionsschritte

To a mixture of 1-benzyloxy-4-((E)-2-nitro-vinyl)-benzene (1.0 g, 3.9 mmol) described in Manufacturing Example 1-1-1, acetic acid (1 mL) and dimethyl sulfoxide (17 mL) was added sodium borohydride (250 mg, 6.3 mmol) at room temperature while cooling appropriately, and the reaction mixture was stirred for 40 minutes at room temperature. Water was added to the reaction mixture. The reaction mixture was partitioned into ethyl acetate and water. 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 NH silica gel column chromatography (ethyl acetate:heptane=1:3) to obtain the title compound (710 mg, 70%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07691882B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-fa700799987242de8e389e439e3458f5
Quellennotizuspto-grants-2010_04