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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1891669Erstellt: 26. Oktober 2026

Acetic Acid → 1-Benzyloxy-3-(2-nitro-ethyl)-benzene

https://huagongshe.com/reaction/1891669

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktSodium borohydrideHCID 4311764—
Edukt3-Benzyloxy-trans-beta-nitrostyreneHCID 5368282—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt1-Benzyloxy-3-(2-nitro-ethyl)-benzeneHCID 5925520557%

Reaktionsschritte

To an acetic acid (5.5 mL) and dimethyl sulfoxide (94 mL) solution of 1-benzyloxy-3-((E)-2-nitro-vinyl)-benzene (5.5 g, 21.5 mmol) described in Manufacturing Example 61-1-2 was added sodium borohydride (1.3 g, 34.4 mmol) at room temperature while cooling appropriately. This mixture was stirred for 1.5 hours at room temperature. This mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=10:1-4:1) to obtain the title compound (3.14 g, 57%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08507530B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-26677696cdb2473abb84f7a5277dbfdc
Quellennotizuspto-grants-2013_08