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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739603Generated: October 26, 2026

Formaldehyde → 9-(4'-(2"-Hydroxy1"-oxoethyl)-benzylidene)-8-ketotricyclo[5.2.1.02.6]decane

https://huagongshe.com/reaction/1739603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant4,7-Methano-5H-inden-5-one, octahydro-HCID 96509—
Reactant3-Ethyl-1,3-benzothiazol-3-ium bromideHCID 182081—
ReactantSodium MethoxideHCID 10942334—
Reactant9-(4-Formylbenzylidene)-8-ketotricyclo[5.2.1.02,6]decaneHCID 54022151—
SolventEthanolHCID 702—
SolventTriethylamineHCID 8471—
Product9-(4'-(2"-Hydroxy1"-oxoethyl)-benzylidene)-8-ketotricyclo[5.2.1.02.6]decaneHCID 56973744—

Reaction Steps

0.8 g (3.5 mmol) of 3-ethylbenzothiazolium bromide and triethylamine are added to a mixture of 35 mmol of 9-(4'-formylbenzylidene)-8-ketotricyclo-[5.2.1.02.6 ] decane (prepared from 8-ketotricyclo-[5. 2.1.02.6 ] decane and terephthaldehyde di ethyl acetal (sic) in the presence of sodium methylate and subsequent acetal cleavage) and 1.2 g of paraformaldehyde in 70 ml of ethanol, and the mixture is heated under reflux. After working up analogously to Example 1, 9-(4'-(2"-hydroxy-1"-oxoethyl)-benzylidene)-8-ketotricyclo[5.2.1. 02.6 ]-decane is obtained. The spectra correspond to the expected compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968482
Source datasetuspto-grants-1999_10
ORD IDord-8fde504737a24002841bfb6229903395
Source noteuspto-grants-1999_10