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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280072Generated: October 31, 2026

Dimethylformamide → HCID 86585253, compound

https://huagongshe.com/reaction/1280072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl propiolateHCID 13536—
Reactant4-Azido-L-phenylalanine (hydrochloride)HCID 86585254—
ProductHCID 86585253HCID 8658525353%

Reaction Conditions

Temperature45 °C

Reaction Steps

4-Azido-L-phenylalanine hydrochloride (0.242 g, 1 mmol) was dissolved in dry DMF (1 mL) and methyl propiolate (0.420 g, 5 mmol) was added. The suspension was stirred 24 h at 45 ° C. After cooling to room temperature, the solid was filtered, washed with EtOAc and dried (175 mg). The material was suspended in MeOH (15 mL) and thionyl chloride (0.5 mL) was added drop-wise. The mixture was refluxed for 3 h, cooled and concentrated under reduced pressure. The residue was triturated with ether to give the title compound as a white solid (175 mg, 53% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448281B1
Source datasetuspto-grants-2002_09
ORD IDord-af95c9178bf74d06b8331e7e7c97c774
Source noteuspto-grants-2002_09