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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871818Generated: October 30, 2026

Triethylamine → Diethyl 4-(triphenylen-2-yl)benzylphosphonate

https://huagongshe.com/reaction/871818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,4-Dihydro-1,4-epoxytriphenyleneHCID 12667979—
ReactantDiethyl ((4-iodophenyl)methyl)phosphonateHCID 15166405—
ReactantDiethyl 3-iodobenzylphosphonateHCID 58999960—
CatalystZincHCID 23994—
CatalystHCID 178418476HCID 178418476—
SolventTolueneHCID 1140—
ProductDiethyl 4-(triphenylen-2-yl)benzylphosphonateHCID 8667539470%

Reaction Conditions

Temperature110 °C

Reaction Steps

Compound A (760 mg, 3.11 mmol), zinc (1.85 g, 28.2 mmol), and PdCl2(PPh3)2 (198 mg, 0.28 mmol) were charged in a two-necked bottle. The bottle was then vacuumed and purged with nitrogen, and dried toluene (30 mL), diethyl 4-iodobenzylphosphonate (0.65 mL, 2.82 mmol) or diethyl 3-iodobenzylphosphonate, and triethyl amine (3.91 mL, 28.2 mmol) were added to the bottle. The mixture in the bottle was heated to 110° C. for reaction for 48 hours, and the resulting was filtered to remove metal. The filtrate was condensed to remove the solvent, and then purified by column chromatography (ethyl acetate/hexanes=½) to obtain E (0.90 g, yield=70%) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08974920B2
Source datasetuspto-grants-2015_03
ORD IDord-d0772baeb8574a958c1b3e9da117922b
Source noteuspto-grants-2015_03