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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876814Generated: October 30, 2026

Water → HCID 67305706, compound

https://huagongshe.com/reaction/876814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl propiolateHCID 13536—
ReactantHCID 86671435HCID 86671435—
SolventDimethylformamideHCID 6228—
ProductHCID 67305706HCID 67305706—

Reaction Steps

To a solution of 1-amino-4-((tert-butyldimethylsilyloxy)methyl)pyridinium 2,4-dinitrophenolate Y-4 (13.4 g, 31.6 mmol) in DMF (60 mL) were added methyl propiolate (2.7 g, 31.6 mmol) and K2CO3 (6.5 g, 47.4 mmol). The reaction was stirred at room temperature for 24 h, then treated with water. The resulting mixture was extracted with ethyl acetate (100 ml×3), the combined organic layers were washed with water, brine and dried over Na2SO4, then concentrated in vacuo, the residue was purified by silica gel chromatography to afford the title compound (2.9 g). MS (m/z): 321 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987269B2
Source datasetuspto-grants-2015_03
ORD IDord-5570bc3ad97547ab89fe31e0b005c947
Source noteuspto-grants-2015_03