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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 988871Generated: October 30, 2026

Triethylamine → HCID 21962261, compound

https://huagongshe.com/reaction/988871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Butyn-1-OLHCID 13566—
ReactantHCID 21962318HCID 21962318—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 21962261HCID 2196226167%

Reaction Conditions

Temperature120 °C

Reaction Steps

N-(2-Bromo4-chlorophenyl)-2,2,2-trifluoroacetamide(step 1, 1.0 eq) was mixed with 3-butyn-1-ol(2.0 eq), dichlorobis(triphenylphosphine)palladium(lI) (2.5% eq), triethylamine(3.0 eq), Cul(5% eq) in DMF(0.2M) in a sealed vessel under N2 and heated to 120° C. for 4 hours. The reaction mixture was then diluted with ethyl acetate, washed with brine and dried over Na2SO4. Furthermore, evaporate the solvent and the residue was purified by flash column chromatography with 2% MeOH/CH2Cl2 to give the described 2-(5-Chloro-1H-indol-2-yl)ethanol in 67% yield. m/z(M−H)194.09

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06635771B2
Source datasetuspto-grants-2003_10
ORD IDord-033466ff561b4f7a8b24702b107cc255
Source noteuspto-grants-2003_10