Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1693903Erstellt: 26. Oktober 2026

Acetic Acid → 2-(3-(2-Nitro-ethyl)-phenoxymethyl)-pyridine

https://huagongshe.com/reaction/1693903

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktSodium borohydrideHCID 4311764—
Edukt2-(3-((E)-2-nitro-vinyl)-phenoxymethyl)-pyridineHCID 59255249—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt2-(3-(2-Nitro-ethyl)-phenoxymethyl)-pyridineHCID 5925516464,3%

Reaktionsschritte

To an acetic acid (2.5 mL) and dimethyl sulfoxide (43 mL) solution of 2-(3-((E)-2-nitro-vinyl)-phenoxymethyl)-pyridine (2.56 g, 10 mmol) described in Manufacturing Example 60-1-2 was added sodium borohydride (605 mg, 16 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=10:1-4:1-1:1) to obtain the title compound (1.66 g, 64%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08158657B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-359bb8219cd9457da59bff871049cb93
Quellennotizuspto-grants-2012_04