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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521680Generated: October 30, 2026

Phenol → HCID 90408710, compound

https://huagongshe.com/reaction/1521680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantCesium carbonateHCID 10796—
Reactant2,2,6,6-Tetramethyl-3,5-heptanedioneHCID 70700—
ReactantHCID 90408799HCID 90408799—
CatalystCuprous chlorideHCID 62652—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 90408710HCID 9040871084.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

2-(4-Bromobenzyl)-7,8-dihydro-5,7,7-trimethyl-[2H]-imidazo-[1,2-a]pyrazolo[4,3-e]pyrimidin-4(5H)-one (118 g, 304 mmol) is added into a suspension of phenol (57 g, 606 mmol) and cesium carbonate (200 g, 614 mmol) in NMP (900 mL), followed by 2,2,6,6-tetramethylheptane-3,5-dione (7 mL, 33.5 mmol) and CuCl (15 g, 152 mmol). The reaction mixture is heated at 120° C. under argon atmosphere for 10 h. After the completion of the reaction, the mixture is diluted with water (4 L), and then extracted with ethyl acetate. The combined organic phase is evaporated to dryness. The obtained crude product is purified by silica gel column chromatography to give 103 g of product (yield: 84%). MS (ESI) m/z 402.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073936B2
Source datasetuspto-grants-2015_07
ORD IDord-6d55e7b6a6ad4a5fa2db0b9c646a6988
Source noteuspto-grants-2015_07