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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 893423Generated: October 25, 2026

Hydrochloric Acid → 4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde

https://huagongshe.com/reaction/893423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIodineHCID 807—
ReactantDimethylformamideHCID 6228—
Reactant1-(5-Bromo-2-methoxyphenyl)adamantaneHCID 3285024—
ReactantMagnesiumHCID 5462224—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehydeHCID 54029530—

Reaction Steps

11.09 g (37 mmoles) of 2-(1-adamantyl)-4-bromo anisole dissolved in 85 ml of THF are slowly added to 1 g of magnesium and an iodine crystal. At the beginning of the addition, the reaction mixture is heated until the reaction begins, then the remainder of the solution is added in a manner to maintain a regular reflux. This reaction mixture is heated at reflux for 30 minutes after the end of the addition at which point 2.70 g (37 mmoles) of dry DMF are added. The reaction mixture is then stirred for 30 minutes without heating and then poured into 300 ml of mixture of 2N aqueous HCl and dichloromethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05124473
Source datasetuspto-grants-1992_06
ORD IDord-fa60f78362154f5285f9abec6361d351
Source noteuspto-grants-1992_06