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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1806720Generated: November 1, 2026

3,3-Dimethylbutanal → (Z)-2-(4-chloro-phenyl)-5,5-dimethyl-hex-2-enenitrile

https://huagongshe.com/reaction/1806720

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3-DimethylbutanalHCID 76335—
Reactant4-Chlorobenzyl cyanideHCID 241582—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product(Z)-2-(4-chloro-phenyl)-5,5-dimethyl-hex-2-enenitrileHCID 5924944371.3%

Reaction Steps

In a manner similar to the method described in Example 1b, 4-chlorobenzyl cyanide (4.5 g, 30 mmol) was reacted with 3,3-dimethyl-butyraldehyde (Aldrich) (3 g, 30 mmol), methanolic solution (25 wt %) of sodium methoxide (7 mL, 30 mmol) in methanol (130 mL) at room temperature for 3 h to give (Z)-2-(4-chloro-phenyl)-5,5-dimethyl-hex-2-enenitrile as a colorless oil (5 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-739c73b1c2884616a1b069b545567569
Source noteuspto-grants-2013_01