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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1284864Generated: October 30, 2026

Cyclohexene → 4-(Cyclohex-1-EN-1-YL)benzaldehyde

https://huagongshe.com/reaction/1284864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
Reactant4-BromobenzaldehydeHCID 70741—
ReactantSodium AcetateHCID 517045—
SolventDimethylformamideHCID 6228—
Product4-(Cyclohex-1-EN-1-YL)benzaldehydeHCID 2350885222%

Reaction Conditions

Temperature140 °C

Reaction Steps

2 ml of the stock solution described in Example 23 are added to 18 ml of DMF. 9.26 g (50 mmols) of 4-bromobenzaldehyde, 5.58 ml (55 mmols) of cyclohexene and 4.52 g (55 mmols) of anhydrous sodium acetate are then added and the reaction mixture is stirred for 8 hours at 140° C. in a pressure tube. After working up as described in Example 1, the crude product is distilled in vacuo. 2.05 g (11.0 mmols) of 4-formylphenylcyclohexene are obtained in the form of a yellow liquid of boiling point 140°-150° C./2400 Pa; yield 22% of theory (conversion figure 2200; Pd content 0.01 mol %). The product is a mixture of isomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04564479
Source datasetuspto-grants-1986_01
ORD IDord-1d6d65e27b8c466090f909db5f6b95df
Source noteuspto-grants-1986_01