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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696685Generated: October 27, 2026

Dimethylformamide → 3-Phenyl-2-[4-[3-(1-pyrrolidinyl)propoxy]phenyl]-1,4-benzoxathiin

https://huagongshe.com/reaction/1696685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(3-Bromopropyl)piperidine HydrobromideHCID 20135772—
Reactant4-(3-Phenyl-1,4-benzoxathiin-2-yl)phenolHCID 59396736—
SolventEthyl AcetateHCID 8857—
Product3-Phenyl-2-[4-[3-(1-pyrrolidinyl)propoxy]phenyl]-1,4-benzoxathiinHCID 5939676653.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

Potassium carbonate (83 mg) and 1-(3-bromopropyl)piperidine hydrobromide (54.6 mg) were added to a DMF (3 mL) solution of 4-(3-phenyl-1,4-benzoxathiin-2-yl)phenol (63.7 mg, 0.2 mmol) obtained in Reference Example 1-1, and stirred at 80° C. for 8 hours. The reaction liquid was restored to room temperature, diluted with ethyl acetate, and extracted with distilled water. The organic layer was dried with magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by preparative thin-layer silica gel column chromatography (chloroform:methanol=9:1) to obtain the entitled compound (43.7 mg, 51%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163770B2
Source datasetuspto-grants-2012_04
ORD IDord-faf5a1f3c14d4aeaabe3000da1f38c21
Source noteuspto-grants-2012_04