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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691397Generated: October 25, 2026

Acetic Acid → 5-(2-Nitro-ethyl)-2-phenoxy-pyridine

https://huagongshe.com/reaction/1691397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantVertellusHCID 22959485—
Reactant5-((E)-2-Nitro-vinyl)-2-phenoxy-pyridineHCID 59255295—
SolventDimethyl SulfoxideHCID 679—
Product5-(2-Nitro-ethyl)-2-phenoxy-pyridineHCID 57626341—

Reaction Steps

To a solution of 5-((E)-2-nitro-vinyl)-2-phenoxy-pyridine described in Manufacturing Example 232-1-3 (5.97 g, 24.6 mmol) and acetic acid (3.2 mL) in dimethyl sulfoxide (52 mL) was added sodium borohydrate (1.4 g, 36.9 mmol), at room temperature while cooling appropriately. This mixture was stirred for 30 minutes at room temperature. This mixture was cooled appropriately, then, water was added, which was stirred for 30 minutes at room temperature. This mixture was liquid-separated, and the organic layer was separated. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (5.72 g) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-b8849f29619148a18115dbe8d18d05d8
Source noteuspto-grants-2012_04