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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693991Generated: November 2, 2026

Nitromethane → 4-(2-(Tetrahydrofuran-2-yl)-ethyl)-((E)-2-nitro-vinyl)benzene

https://huagongshe.com/reaction/1693991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant4-(2-(Tetrahydrofuran-2-yl)-ethyl)-benzaldehydeHCID 59255341—
SolventAcetic AcidHCID 176—
Product4-(2-(Tetrahydrofuran-2-yl)-ethyl)-((E)-2-nitro-vinyl)benzeneHCID 5925515094.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

To an acetic acid (10 mL) solution of 4-(2-(tetrahydrofuran-2-yl)-ethyl)-benzaldehyde (565 mg, 2.77 mmol) described in Manufacturing Example 82-1-3 were added nitromethane (1.69 g, 27.7 mmol) and ammonium acetate (427 mg, 5.54 mmol) under nitrogen atmosphere at room temperature, which was stirred for 4 hours at 120° C. The reaction mixture was partitioned into water and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (646 mg, 94%) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-8ee67bedc29c49bfa582289eac474e1d
Source noteuspto-grants-2012_04