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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574069Generated: October 30, 2026

Water → 1-Chloro-2-[(1E)-prop-1-en-1-yl]benzene

https://huagongshe.com/reaction/574069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-ChlorobenzaldehydeHCID 6996—
ReactantEthyl ketoneHCID 7288—
ReactantBoron trifluoride etherateHCID 8000—
SolventHexaneHCID 8058—
Product1-Chloro-2-[(1E)-prop-1-en-1-yl]benzeneHCID 1441967759.3%

Reaction Steps

48 ml of 2-chlorobenzenaldehyde (0.42 mol) and 49.7 ml of 3-pentanone (0.47 mol) were dissolved in 600 mL of hexane in flask, and then stirred with raising the temperature. 53.6 ml of Boron trifluoride etherate (BF3OEt2, 0.42 mol) was added to the resultant under reflux conditions. When the reaction was completed, water was added thereto. After layer separation, the obtained organic layer was washed twice with 1M sodium hydroxide solution (1M NaOH), and then the separated organic layer was washed with water. The separated organic layer was dehydrated with anhydrous magnesium sulfate (MgSO4) and concentrated. The concentrated residue was purified by a silica gel column chromatography to produce the title compound (38 g, yield 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034848B2
Source datasetuspto-grants-2015_05
ORD IDord-780a0ead4e3546dda39cb1f93420f692
Source noteuspto-grants-2015_05