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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1155952Generated: October 26, 2026

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

https://huagongshe.com/reaction/1155952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridinium chlorideHCID 10176127—
Reactant2-(5-Bromo-2-methoxyphenyl)-2-methylpropan-1-olHCID 23464150—
SolventDiethyl EtherHCID 3283—
Product5-Bromo-2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuranHCID 20536224—

Reaction Steps

2-(2-(Methoxy-5-bromophenyl)-2-methyl-1-propanol (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 numberUS04333759
Source datasetuspto-grants-1982_06
ORD IDord-cfeba724d88d4fe19c6b5624b66fb900
Source noteuspto-grants-1982_06