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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1691055Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1691055

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
PatentnummerUS08153662B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-f7f3f3ca9b2b4fa7838ddbf81dfa525c
Quellennotizuspto-grants-2012_04