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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691055Generated: October 25, 2026

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

https://huagongshe.com/reaction/1691055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium borohydrideHCID 4311764—
Reactant2-(3-((E)-2-nitro-vinyl)-phenoxymethyl)-pyridineHCID 59255249—
SolventDimethyl SulfoxideHCID 679—
Product2-(3-(2-Nitro-ethyl)-phenoxymethyl)-pyridineHCID 5925516464.3%

Reaction Steps

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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-f7f3f3ca9b2b4fa7838ddbf81dfa525c
Source noteuspto-grants-2012_04