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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 461868Generated: October 25, 2026

Acetic Acid → 3-Tert-butyl-4-hydroxy-5-iodobenzylidenemalononitrile

https://huagongshe.com/reaction/461868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMalononitrileHCID 8010—
ReactantPiperidineHCID 8082—
Reactant3-Tert-butyl-4-hydroxy-5-iodobenzaldehydeHCID 18677384—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
Product3-Tert-butyl-4-hydroxy-5-iodobenzylidenemalononitrileHCID 5446280084.3%

Reaction Steps

3-tert-butyl-4-hydroxy-5-iodobenzaldehyde (24.8 gm), malononitrile (6.2 gm), piperidine (1.0 ml), acetic acid (3.3 ml) and benzene (300 ml) were refluxed under a Dean and Stark water separator for 2 hours. On cooling a crystalline precipitate formed and was filtered off. Recrystallisation from ethylene dichloride gave pale yellow needles of 3-tert-butyl-4-hydroxy-5-iodobenzylidenemalononitrile (24.2 gm) m.p. 188°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04064266
Source datasetuspto-grants-1977_12
ORD IDord-6264988a23e04841afde046a04b55b72
Source noteuspto-grants-1977_12