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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259759Generated: November 2, 2026

Diethyl Ether → 1-(1,3-Benzodioxol-5-yl)-2-methyl-1-propene

https://huagongshe.com/reaction/2259759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPiperonalHCID 8438—
ReactantIsopropyltriphenylphosphonium bromideHCID 2795292—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
Product1-(1,3-Benzodioxol-5-yl)-2-methyl-1-propeneHCID 10942985—

Reaction Steps

62.5 ml of a 1.6 M solution of butyllithium in hexane was added to 500 ml of anhydrous ether. 38.5 g of isopropyltriphenylphosphonium bromide was added thereto in a nitrogen gas stream and the mixture was stirred for 4 h. 18 g of piperonal was added to the reaction mixture and the resulting mixture was stirred for 5.5 h and then filtered. The filtrate was washed with 1 l of ether, concentrated under reduced pressure and purified according to silica gel column chromatography (hexane/ethyl acetate=10:1) to obtain 13.1 g of the intended compound in the form of a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05475024
Source datasetuspto-grants-1995_12
ORD IDord-76e74f818c9f43e3a638b0fa80d96e59
Source noteuspto-grants-1995_12