Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896005Generated: October 30, 2026

N,N,N',N'-Tetramethylethylenediamine → HCID 11096651, compound

https://huagongshe.com/reaction/896005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
ReactantPhenylacetyleneHCID 10821—
ReactantDiethyl chlorophosphateHCID 13139—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11096651HCID 11096651—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of phenylacetylene (1 mmole) in anhydrous THF (5 mL) was treated with TMEDA (1.2 mmole) followed by n-BuLi (1.2 mmole) at −78° C. After 30 min the reaction was treated with diethyl chlorophosphate, and the resulting solution was stirred at −78° C. for 1 h. The reaction was quenched with saturated ammonium chloride. Extraction and chromatography gave 1-diethylphosphono-2-phenylacetylene as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919322B2
Source datasetuspto-grants-2005_07
ORD IDord-47f7c63c462d45aca1dae9a67c01d148
Source noteuspto-grants-2005_07