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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573494Generated: October 31, 2026

Toluene → HCID 54102009, compound

https://huagongshe.com/reaction/573494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
ReactantCrotonaldehydeHCID 447466—
ReactantPhosphoniumHCID 5460504—
SolventWaterHCID 962—
ProductHCID 54102009HCID 5410200974%

Reaction Conditions

Temperature65 °C

Reaction Steps

Next, in a stream of nitrogen, the phosphonium salt (b) (420 g, 0.92 mol), toluene (1600 ml), potassium carbonate (506.2 g, 3.66 mol), and crotonaldehyde (256.7 g, 3.66 mol) were put into a 5-L flask, followed by stirring at 65° C. for 7 hours. The reaction solution was cooled to room temperature, and water (840 g) was put thereinto, followed by stirring for 30 minutes, and then subjected to separation of liquid. The solvent was evaporated from the organic layer under a reduced pressure. A solid thus precipitated was removed by filtration. This solution was distilled under a reduced pressure (65 to 70° C./1.5 torr), and ethyl 4,6-octadienoate (c) was obtained (114.4 g, yield 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029593B2
Source datasetuspto-grants-2015_05
ORD IDord-d2309b1d195b4e4ea8b719d5727d0844
Source noteuspto-grants-2015_05