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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843960Generated: November 3, 2026

Nitromethane → (E)-5-fluoro-2-(2-nitrovinyl)benzo[b]thiophene

https://huagongshe.com/reaction/1843960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantSodium HydroxideHCID 14798—
Reactant5-Fluoro-1-benzothiophene-2-carbaldehydeHCID 49757465—
SolventEthanolHCID 702—
Product(E)-5-fluoro-2-(2-nitrovinyl)benzo[b]thiopheneHCID 6680196157.14%

Reaction Steps

Using an analogous procedure and workup as described in example 1, for the preparation of Intermediate I-1a above, 5-fluorobenzo[b]thiophene-2-carbaldehyde (1.7 g, 9.444 mmol) was reacted with nitro methane (576.11 mg, 9.444 mmol), 10N NaOH (396.64 mg, 9.916 mmol) and ethanol (25 mL) at 0° C. for 2 hours to afford 1.2 g of the product (57.14% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-33c8bf52991a4acc8df1e61937feb3bf
Source noteuspto-grants-2015_02