Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850401Generated: October 30, 2026

Pentane → HCID 66759808, compound

https://huagongshe.com/reaction/1850401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPentaneHCID 8003—
ReactantTetrahydrofuranHCID 8028—
Reactant5-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,4,6,7-pentamethyl-1-benzofuran-3(2H)-oneHCID 22935595—
ReactantHCID 178418306HCID 178418306—
SolventWaterHCID 962—
ProductHCID 66759808HCID 6675980833%

Reaction Conditions

Temperature0 °C

Reaction Steps

A pentane solution (2.00 mL, 3.08 mmol) containing 1.54 M t-butyllithium was added dropwise to a solution of THF (4 mL) containing 5-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,4,6,7-pentamethyl-1-benzofuran-3(2H)-one (800 mg, 2.03 mmol) synthesized in Reference Example 42 under argon atmosphere at −70° C. or lower, and then the mixture was warmed to 0° C. The reaction solution was stirred under ice-cooling condition for 30 minutes, and then water was added thereto and extraction was performed using ethyl acetate. The organic layer was washed with water and saturated saline, and then dried using anhydrous sodium sulfate. It was concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (hexane-ethyl acetate 100:0 to 8:1) and silica gel column chromatography (hexane-ethyl acetate 100:0 to 8:1), and after that, crystallization was performed using hexane to give 300 mg of the title compound (yield: 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957069B2
Source datasetuspto-grants-2015_02
ORD IDord-8b0ec38517784f8b9fa5054ae4f6a8b4
Source noteuspto-grants-2015_02