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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289961Generated: November 2, 2026

Triethylamine → HCID 178494888, compound

https://huagongshe.com/reaction/2289961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-MethoxypropyneHCID 69393—
ReactantHCID 178522917HCID 178522917—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 178494888HCID 178494888—

Reaction Steps

A solution of the title compound of Example 5 (540.3 mg), methyl propargyl ether (0.14 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 H2 0. The aqueous layer is washed with EtOAc (4×). The combined organic layers are dried over Na2SO4 and condensed to obtain a dark residue. The residue is diluted with MeOH, adsorbed onto silica, and chromatographed eluting with 2% MeOH in CH2Cl2. Fractions homogenous by TLC are combined, condensed and recrystallized from EtOAc/hexanes to yield 0.218 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-1f44bf44ff3a4d8ca711c18710eea2b3
Source noteuspto-grants-2000_07