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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 976037Generated: October 27, 2026

Diethyl Ether → 2'-Chloro-2-((3,5-bis(trifluoromethyl)phenyl) methyloxy)acetophenone

https://huagongshe.com/reaction/976037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-Chlorobenzoyl chlorideHCID 69110—
ReactantPotassium FluorideHCID 522689—
ReactantTri-n-butyl-((3,5-bis(trifluoromethyl)phenyl)methyloxymethyl)tinHCID 85682165—
SolventChloroformHCID 6212—
Product2'-Chloro-2-((3,5-bis(trifluoromethyl)phenyl) methyloxy)acetophenoneHCID 54350262—

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Chlorobenzoyl chloride (1.27 ml), tri-n-butyl-((3,5-bis(trifluoromethyl)phenyl)methyloxymethyl)tin (part (a), 6.2 g) and benzylchlorobis(triphenylphosphine)palladium (II) (80 mg) were dissolved in chloroform (10 ml) and the solution heated to 70° C. for 36 hours. On cooling diethyl ether and saturated aqueous potassium fluoride were added and this solution filtered through a pad of Hyflo. The organic layer was washed with water, dried (MgSO4) and reduced in vacuo giving a residue which was purified by chromatography on silica gel to give 2'-chloro-2-((3,5-bis(trifluoromethyl)phenyl) methyloxy)acetophenone, 1H NMR (360MHz, CDCl3) δ 7.79 (3H, bs, bis(CF3) aryl CH2,4,6), 7.54-7.26 (4H, m, aryl), 4.75 (2H, s), 4.76 (2H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05610183
Source datasetuspto-grants-1997_03
ORD IDord-c142067de2bc43649bfaea28bb9de951
Source noteuspto-grants-1997_03