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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691352Generated: October 25, 2026

Nitromethane → 2-(4-Fluoro-benzyl)-5-((E)-2-nitro-vinyl)-furan

https://huagongshe.com/reaction/1691352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant5-(4-Fluorobenzyl)furan-2-carbaldehydeHCID 59255177—
SolventAcetic AcidHCID 176—
Product2-(4-Fluoro-benzyl)-5-((E)-2-nitro-vinyl)-furanHCID 59255389100.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-(4-fluoro-benzyl)-furan-2-carbaldehyde (1 g, 4.89 mmol) described in Manufacturing Example 208-1-2, nitromethane (1.32 mL, 24.5 mmol), ammonium acetate (754 mg, 9.78 mmol), and acetic acid (10 mL) was stirred for 3 hours at 100° C. This mixture was cooled to room temperature and 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 to obtain the title compound (1.21 g). The title compound was used in the following reaction without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-592c700ded254e1ebbd06c31d8249f0b
Source noteuspto-grants-2012_04