Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085589Generated: October 31, 2026

Dichloromethane → 5-Bromo-3,3-dimethyl-7-hexyl-2,3-dihydro-benzofuran

https://huagongshe.com/reaction/2085589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant5-Bromo-3,3-dimethyl-7-hexanoyl-2,3-dihydrobenzofuranHCID 22731298—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-3,3-dimethyl-7-hexyl-2,3-dihydro-benzofuranHCID 22731286—

Reaction Steps

Following General Procedure J and using 5-bromo-3,3-dimethyl-7-hexanoyl-2,3-dihydrobenzofuran (Intermediate 52, 0.325 g, 1.0 mmol), trifluoroacetic acid (0.31 mL, 4 mmol), triethyl silane (0.64 mL, 4 mmol) and dichloromethane (5 mL) followed by flash column chromatography using 2% ethyl acetate in hexane as the eluent, the title compound was obtained (0.20 g, 64% for 2 steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720423B2
Source datasetuspto-grants-2004_04
ORD IDord-910891ba1eae48548790226cc7216b27
Source noteuspto-grants-2004_04