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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080167Generated: October 31, 2026

Water → HCID 23130469, compound

https://huagongshe.com/reaction/2080167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantHCID 20470566HCID 20470566—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductHCID 23130469HCID 2313046919%

Reaction Conditions

Temperature125 °C

Reaction Steps

1-Bromo-4-(2-propoxy-ethyl)-benzene described in Preparation Example 195 (790 mg, 3.2 mmol), zinc cyanide (380 mg, 3.2 mmol) and tetrakis(triphenylphosphine)palladium (190 mg, 0.16 mmol) were added to N-methylpyrrolidinone (10 mL), and this mixture was stirred at 125° C. for 4 hours. This reaction mixture was allowed to cool, and water (50 mL) and ethyl acetate (50 mL) were added thereto. This mixture solution was filtered through Celite pad. The organic layer was separated, then, washed with water (3 times) and brine, and then, concentrated in vacuo. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=8:1), and the title compound (120 mg, 0.62 mmol, 19%) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932272B2
Source datasetuspto-grants-2011_04
ORD IDord-b240e3d793484a6cad170a069f7e540c
Source noteuspto-grants-2011_04