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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646150Generated: October 30, 2026

1,1-Dichloroethane → 1-Bromo-4-cyclopropoxybenzene

https://huagongshe.com/reaction/646150

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DichloroethaneHCID 6365—
ReactantChloroiodomethaneHCID 11644—
Reactant1-Bromo-4-(ethenyloxy)benzeneHCID 11401372—
ReactantHCID 178418750HCID 178418750—
SolventAmmonium ChlorideHCID 25517—
Product1-Bromo-4-cyclopropoxybenzeneHCID 5099869494.7%

Reaction Steps

To mixture of 1-bromo-4-vinyloxybenzene (11.5 g, 58 mmol), chloroiodomethane (41 g, 232 mmol) and dichloroethane (180 mL) was added diethylzinc (15% solution in hexanes-95.5 mL, 116 mmol) over 3 h at 0° C. After 30 min stirring, NH4Cl solution (200 mL, aq. sat.) and light petrol (300 mL) was added. The organic phase was separated and concentrated in vacuo (8 bar, 50° C.). The residue was redissolved in light petrol and the insoluble material was filtered off. The filtrate was concentrated to afford sub-title compound (11.7 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705023B2
Source datasetuspto-grants-2010_04
ORD IDord-e22e0e832fa649e7a2adf22246ab6cda
Source noteuspto-grants-2010_04