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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289970Generated: October 31, 2026

Triethylamine → HCID 178522903, compound

https://huagongshe.com/reaction/2289970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Pentyn-1-olHCID 79346—
ReactantHCID 178522917HCID 178522917—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 178522903HCID 178522903—

Reaction Steps

A solution of the title compound of Example 5 (540.3 mg), 4-pentyn-1-ol (0.16 mL), PdCl2 (PPh3)2 (21.1 mg), and 0.75 mL Et3N in 3 mL DMF is heated at 90° C. for 1 hr. The reaction mixture is cooled to room temperature and partitioned between EtOAc and H2O. The aqueous layer is washed with EtOAc (3×). The combined organic layers are dried over Na2SO4 and condensed to obtain a red-brown residue. The residue is diluted with CH2Cl2 and chromatographed eluting with 2% MeOH in CH2Cl2. Fractions homogenous by TLC are combined, condensed and recrystallized from EtOAc/hexanes to yield 0.296 g of the desired product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093732
Source datasetuspto-grants-2000_07
ORD IDord-feb59aa2d41e4f1998753e640136d72a
Source noteuspto-grants-2000_07