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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640346Generated: October 29, 2026

Acetic Acid → 2-(4-Methyl-benzyl)-5-((E)-2-nitro-vinyl)-thiophene

https://huagongshe.com/reaction/640346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
ReactantHCID 59255325HCID 59255325—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-(4-Methyl-benzyl)-5-((E)-2-nitro-vinyl)-thiopheneHCID 5925531895.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

To an acetic acid (10.0 mL) solution of 5-(4-methyl-benzyl)-thiophene-2-carbaldehyde (1.05 g, 4.85 mmol) described in Manufacturing Example 91-1-2 were added nitromethane (1.48 g, 24.3 mmol) and ammonium acetate (748 mg, 9.70 mmol) under nitrogen atmosphere at room temperature, which was stirred for 4 hours at 110° C. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (1.20 g) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691882B2
Source datasetuspto-grants-2010_04
ORD IDord-e08139cc3fae4de08106a9c05c1c2b54
Source noteuspto-grants-2010_04