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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199831Generated: October 29, 2026

p-Toluenesulfonic acid → HCID 117940106, compound

https://huagongshe.com/reaction/2199831

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-Chloro-5-(trifluoromethyl)benzaldehydeHCID 688181—
Reactant6-Methoxy-5-morpholino-2,3-dihydro-1H-inden-1-oneHCID 117940128—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 117940106HCID 117940106—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one 13 (0.120 mg, 0.485 mmol) in toluene (10 mL) was added 2-chloro-5-(trifluoromethyl)benzaldehyde 75 (0.101 mg, 0.485 mmol). PTSA (0.184 mg, 0.971 mmol) was added to the reaction mass, reaction stirred at 100° C. for 6 h, diluted with ethyl acetate and washed with water (3×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude compound 157 which was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 15% ethyl acetate in hexane to afford yellow coloured solid (E)-2-(2-chloro-5-(trifluoromethyl)benzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one 157.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359315B2
Source datasetuspto-grants-2016_06
ORD IDord-efeb15feba704ed6b35c2be01e0de739
Source noteuspto-grants-2016_06