Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748761Generated: November 1, 2026

Tetrahydrofuran → 3-[(4-Chlorophenyl)sulfonyl]-3-(2,5-difluorophenyl)-1-propanol

https://huagongshe.com/reaction/748761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl 3-[(4-chlorophenyl)sulfonyl]-3-(2,5-difluorophenyl)propionateHCID 59750785—
SolventDiethyl EtherHCID 3283—
SolventEthyl acetate hexaneHCID 21226206—
Product3-[(4-Chlorophenyl)sulfonyl]-3-(2,5-difluorophenyl)-1-propanolHCID 2302879234%

Reaction Steps

Process 1: At 0° C., lithium aluminum hydride (a 1.0M tetrahydrofuran solution, 6.74 ml, 6.74 mmol) was added dropwise to a tetrahydrofuran solution (10 ml) of the ethyl 3-[(4-chlorophenyl)sulfonyl]-3-(2,5-difluorophenyl)propionate (1.31 g, 3.37 mmol) obtained in Example 25. The mixture was then was stirred at room temperature for 3 hours. After cooling the reaction mixture to 0° C., and addition of a saturated aqueous ammonium chloride solution, the mixture was stirred at room temperature for 15 hours. The solid thus precipitated was filtered off. The solution thus obtained was diluted with ether, washed with brine, dried over magnesium sulfate and then, concentrated. The residue thus obtained was recrystallized from ethyl acetate-hexane, whereby the title compound (397 mg, 1.14 mmol, 34%) was obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-51223136fe184a33a7b2242dac9e9584
Source noteuspto-grants-2008_07