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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747561Generated: November 1, 2026

Water → HCID 54596679, compound

https://huagongshe.com/reaction/1747561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylacetamideHCID 31374—
ReactantHCID 71294052HCID 71294052—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 54596679HCID 5459667942%

Reaction Conditions

Temperature120 °C

Reaction Steps

Compound 77 (41.0 mg, 0.074 mmol) obtained in Example 74 was dissolved in DMA (1.60 mL). To the solution were added zinc cyanide (21.8 mg, 1.11 mmol), zinc (1.17 mg, 0.018 mmol), tris(dibenzylideneacetone)dipalladium (2.72 mg, 0.003 mmol) and 1,1′-bis(diphenylphosphino)ferrocene (2.67 mg, 0.005 mmol), and the mixture was stirred at 120° C. for 1 hour. Water was added to the reaction mixture and the mixture was filtered through Celite. The filtrate was extracted with ethyl acetate. Washing with saturated brine and drying over anhydrous magnesium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/0 to 2/3) to give Compound 78 (14.0 mg, 42% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150569B2
Source datasetuspto-grants-2015_10
ORD IDord-c0abb16aa0eb4e0391ab50a6e6306350
Source noteuspto-grants-2015_10