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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040849Generated: October 29, 2026

Sodium Carbonate → HCID 56646065, compound

https://huagongshe.com/reaction/2040849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Methylbut-1-yneHCID 69019—
ReactantHCID 86762124HCID 86762124—
SolventDichloromethaneHCID 6344—
ProductHCID 56646065HCID 5664606533.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of Compound 19a (50 mg, 0.141 mmol), 3-methyl-1-butyne (48 mg, 0.705 mmol), sodium carbonate (74.6 mg, 0.704 mmol) and Cu (44.8 mg, 0.705 mmol) was heated in a sealed vessel at 120° C. for 32 h, adding every 8 h additional equal amounts of amounts of 3-methyl-1-butyne, sodium carbonate and Cu. Afterwards, the mixture was cooled, added with CH2Cl2, filtered on celite and evaporated to dryness in vacuo. The residue was purified by automated flash chromatography (SP1®TM-Biotage; gradient Petroleum Ether-EtOAc from 95:5 to 75:25 then isocratic Petroleum Ether-EtOAc from 9:1 giving 16 mg of the title product. Yield: 33.1%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580962B2
Source datasetuspto-grants-2013_11
ORD IDord-ff2f3577a1d64a34bdaddf7611b565a4
Source noteuspto-grants-2013_11