Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1155955Generated: November 1, 2026

Hydrochloric Acid → 5-Bromo-3,3-dimethyl-2,3-dihydro-1-benzofuran

https://huagongshe.com/reaction/1155955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant4-Bromo-2-(2-chloro-1,1-dimethylethyl)anisoleHCID 4605778—
ReactantPyridinium chlorideHCID 10176127—
SolventQuinolineHCID 7047—
Product5-Bromo-3,3-dimethyl-2,3-dihydro-1-benzofuranHCID 5323595—

Reaction Steps

2-(2-Methoxy-5-bromophenyl)-2-methyl-1-chloropropane (from example 5(a)) (120 g, 0.43 mole) was heated under reflux (163°-9° C.) with pyridine hydrochloride (220 g) in quinoline (220 g) with stirring for 3 hours. Addition to iced dilute hydrochloric acid and isolation through ether gave after distillation 73 g (75%) title product b.p. 62°-4° C. at 0.01 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04333759
Source datasetuspto-grants-1982_06
ORD IDord-035e966c881d4a4aa855b64c05ea836b
Source noteuspto-grants-1982_06