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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278332Generated: October 31, 2026

Toluene → HCID 67958383, compound

https://huagongshe.com/reaction/2278332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTributylstannaneHCID 5948—
ReactantHCID 67958681HCID 67958681—
ProductHCID 67958383HCID 6795838376.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-bromo-3-[(2-methyl-2-propen-1-yl)oxy]phenyl acetate (Intermediate 39, 2.324 g) in toluene (20 ml) AIBN (1.606 g, 9.78 mmol) and tributylstannane (4.73 g, 16.30 mmol) were added. The reaction mixture was stirred and heated at 100° C. for 2 hours, then was left at room temperature for 4 hours. The reaction was quenched with water (60 ml) and extracted with ethyl acetate (3 times 50 ml). The combined organic layers were dried over sodium sulphate, filtered and evaporated. The residue was purified by flash chromatography on silica gel using a 100 g-SNAP column and cyclohexane/ethyl acetate from 100/0 to 70/30 as eluent to afford the title compound as a colourless oil (1.290 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133175B2
Source datasetuspto-grants-2015_09
ORD IDord-e71add6c8df0411a9228ade506b1bf00
Source noteuspto-grants-2015_09