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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444078Generated: October 25, 2026

Hydrochloric Acid → 5-Bromo-2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuran

https://huagongshe.com/reaction/444078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridinium chlorideHCID 10176127—
Reactant2-(5-Bromo-2-methoxyphenyl)-2-methylpropanalHCID 20536223—
SolventDiethyl EtherHCID 3283—
Product5-Bromo-2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuranHCID 20536224—

Reaction Steps

2-(2-Methoxy-5-bromophenyl)-2-methyl-1-propanal (30 g, 0.115 mole) was added to molten pyridine hydrochloride (60 g) and the mixture heated with stirring at 190°-200° C. for 50 minutes. Addition to ice-water containing a little hydrochloric acid and isolated through ether gave, after recrystallisation from petroleum ether (b.p. 80°-100° C.) 11.7 g (42%) title product m.p. 114°-5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04263037
Source datasetuspto-grants-1981_04
ORD IDord-e6cc82d3360d47439abb58b9255c5d94
Source noteuspto-grants-1981_04