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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634977Generated: October 25, 2026

Formaldehyde → 2-Cyclohexylprop-2-en-1-al

https://huagongshe.com/reaction/634977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSulfuric AcidHCID 1118—
ReactantDiethylamineHCID 8021—
Reactant2-CyclohexylacetaldehydeHCID 316627—
Product2-Cyclohexylprop-2-en-1-alHCID 1257707081%

Reaction Conditions

Temperature80 °C

Reaction Steps

Successively, sulfuric acid 62% (79.4 g, 0.5 mol), aqueous formaldehyde 35% (82 g, 1.0 mol) and cyclohexyl acetaldehyde (100.8 g, 0.8 mol) were added slowly to diethylamine (73 g, 1.0 mol) at 0° C. After stirring at 80° C. overnight, the reaction mixture was extracted with MTBE. The combined organic phases were washed with H2O until neutral pH was achieved, dried (MgSO4) and concentrated in vacuo. The crude product was distilled under reduced pressure using a Widmer column (10 Torr, 80° C.) yielding 89.5 g (81%) of pure product as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06184419B2
Source datasetuspto-grants-2001_02
ORD IDord-7a4e627e30f7477b81179cf836b5d1b1
Source noteuspto-grants-2001_02