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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22997Generated: October 29, 2026

Hydrochloric Acid → 3,5-Di-tert-butyl-2-(methoxymethoxy)benzaldehyde

https://huagongshe.com/reaction/22997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
Reactant1-Bromo-3,5-bis(1,1-dimethylethyl)-2-(methoxymethoxy)benzeneHCID 22592638—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product3,5-Di-tert-butyl-2-(methoxymethoxy)benzaldehydeHCID 22592610—

Reaction Steps

46.00 g (140.0 mmol) of the compound obtained in Example 13 (a) and 500 ml of THF are introduced into a three-necked flask under a stream of nitrogen. 61.5 ml (154.00 mmol) of an n-butyllithium solution (2.5M in hexane) are added dropwise at −78° C. and the mixture is stirred for 30 minutes at this same temperature. 13.0 ml (168.0 mmol) of DMF are then added dropwise and the mixture is allowed to return to room temperature. The reaction mixture is acidified with hydrochloric acid (1N) and extracted with ethyl ether and the organic phase is separated by settling, dried over magnesium sulphate and evaporated. 46.00 g (100%) of the expected compound are collected in the form of an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06849658B2
Source datasetuspto-grants-2005_02
ORD IDord-00f6e9e9be0f4aed8095aeeb6fc4df28
Source noteuspto-grants-2005_02