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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585083Generated: October 30, 2026

3-Chlorophenol → HCID 10624176, compound

https://huagongshe.com/reaction/1585083

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChlorophenolHCID 7933—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant1-(4-Fluorophenyl)-4-hydroxymethyl-5-methyl-2-(4-methylsulfonylphenyl)pyrroleHCID 10546382—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10624176HCID 1062417619.2%

Reaction Steps

To a solution of 1-(4-fluorophenyl)-2-methyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrole-3-methanol (Example 21) (300 mg, 0.83 mmol), 3-chlorophenol (88 μl, 0.83 mmol), and triphenylphosphine (219 mg, 0.83 mmol) in THF (20 ml), diethyl azodicarboxylate (132 l, 0.83 mmol) was added. The mixture was stirred at room temperature for 48 hours. The solvent was removed under reduced pressure and the crude liquid (820 mg) was purified by chromatography (silica gel, hexane/ethyl acetate, 7/3) to give 3-[(3-chlorophenoxy)methyl]-1-(4-fluorophenyl)-2-methyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrole (75 mg, 19%): mp (DSC) 139° C. Anal Calc'd. for C25H21NSClFO3 : C, 63.89; H, 4.50; N, 2.98. Found: C, 63.85; H, 4.98; N, 2.76.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05935990
Source datasetuspto-grants-1999_08
ORD IDord-4186e627ec5c4696be533e1af4cb5052
Source noteuspto-grants-1999_08