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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1691059Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1691059

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
PatentnummerUS08153662B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-46ba9fb3ebe74c9ab81bf25bf2a93f6d
Quellennotizuspto-grants-2012_04