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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77794Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/77794

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
PatentnummerUS08841327B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-b36260e7afd04b67bd43f728912f48e6
Quellennotizuspto-grants-2014_09