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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78279Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/78279

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktDimethyl SulfoxideHCID 679—
Edukt(E)-1-(Benzyloxy)-4-(2-nitrovinyl)benzeneHCID 5702926—
EduktVertellusHCID 22959485—
LösungsmittelWaterHCID 962—
Produkt1-Benzyloxy-4-(2-nitro-ethyl)-benzeneHCID 24721037—

Reaktionsschritte

While cooling using a water bath, to a mixture of 1-benzyloxy-4-((E)-2-nitro-vinyl)-benzene described in Manufacturing Example 229-1-1 (60 g, 0.23 mol), acetic acid (27 mL) and dimethyl sulfoxide (400 mL) was added sodium borohydrate (8.9 g, 0.23 mol), which was stirred for 20 minutes at room temperature. Water (2.5 L) was added dropwise to the reaction mixture, and the deposited solids were filtered. Diethyl ether (300 mL) was added to the obtained solids to dissolve the title compound, and separation into filtrate and solids was carried out by filtration. The filtrate was concentrated under a reduced pressure to obtain the title compound (39 g). On the other hand, diethyl ether (300 mL) was added to the previously separated solid to dissolve the title compound, and separation into filtrate and solids was carried out by filtration. The filtrate was concentrated under a reduced pressure to obtain the title compound (12 g). This was combined with the previously obtained solids to obtain the title compound (51 g) as a crude product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841327B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-a3349ff6394d4fd3981d78e8162ad706
Quellennotizuspto-grants-2014_09