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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805308Generated: October 26, 2026

Water → 1-Iodo-4-(2-methyl-1-methylene-propyl)-benzene

https://huagongshe.com/reaction/1805308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-(4-Iodophenyl)-2-methylpropan-1-oneHCID 19764783—
ReactantHCID 178418306HCID 178418306—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-Iodo-4-(2-methyl-1-methylene-propyl)-benzeneHCID 67230128—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 7.07 g (20 mmol) of methyltriphenylphosphonium bromide in 50 mL of dry THF at 0° C. were added t-BuLi of (14.7 ml, 1.5 M in hexane) and the solution turned brown. After 1 hour of stirring at 0° C., the crude 1-(4-Iodo-phenyl)-2-methyl-propan-1-one from the last step in 20 mL of THF were added dropwise and the solution was stirred for 14 hours at room temperature. After cooling to ca. 20° C., 52 mL of water were added and the solution was extracted with dichloromethane (3×50 mL). The organic layer was dried over MgSO4 and the solvent was removed to give the crude title compound as white solid. The product was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354443B2
Source datasetuspto-grants-2013_01
ORD IDord-937ec9f9a9fe455694b260698e91a068
Source noteuspto-grants-2013_01