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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62255Generated: October 29, 2026

p-Toluenesulfonic acid → HCID 117940169, compound

https://huagongshe.com/reaction/62255

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-Chloro-4-(trifluoromethyl)benzaldehydeHCID 19031287—
Reactant6-Methoxy-5-morpholino-2,3-dihydro-1H-inden-1-oneHCID 117940128—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 117940169HCID 117940169—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 13 (550 mg, 2.226 mmol) in toluene 25 mL was added 3-chloro-4-(trifluoromethyl)benzaldehyde 90 (464.2 mg, 2.226 mmol). PTSA (846.7 mg, 4.452 mmol) was added to the reaction, and stirred at 120° C. for 6 h, then 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 91 which was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 30% ethyl acetate in hexane to afford yellow coloured solid compound (E)-2-(3-chloro-4-(trifluoromethyl)benzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one 91.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446047B2
Source datasetuspto-grants-2016_09
ORD IDord-f6598f7b21364693a159272566d09c31
Source noteuspto-grants-2016_09