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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234792Generated: October 30, 2026

Dimethylformamide → HCID 68581748, compound

https://huagongshe.com/reaction/2234792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 21069730HCID 21069730—
ReactantHCID 131726592HCID 131726592—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
ProductHCID 68581748HCID 6858174881%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of compound 6.3 (1.25 g, 1.726 mmol) in 10 mL of anhydrous DMF was added Z-3-tributylstannylacrylate (1.1 mL, 2 eq.) (J. Am. Chem. Soc., 1993, 115, 1619), CuI (66 mg, 0.2 eq.) and PdCl2(PPh3)2 (121 mg, 0.1 eq.) at room temperature under the argon atmosphere. The reaction mixture was heated at 70° C. for 8 hr. Then the reaction mixture was cooled to room temperature and filtered through a celite pad. The filtrate was concentrated in vacuo to provide an orange-red oil as the crude product which was purified on a silica gel column with 10-30% THF in CH2Cl2 as eluent to give 995 mg 6.4 as yellow foam (yield 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713941B2
Source datasetuspto-grants-2010_05
ORD IDord-e50b73de4c9a4e9ead76b77076f3c3af
Source noteuspto-grants-2010_05