HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62252Generated: October 25, 2026
p-Toluenesulfonic acid → (E)-2-(2-fluoro-3-(trifluoromethyl)benzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one
https://huagongshe.com/reaction/62252
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2-Fluoro-3-(trifluoromethyl)benzaldehyde | HCID 517978 | — |
| Reactant | 6-Methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one | HCID 117940128 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (E)-2-(2-fluoro-3-(trifluoromethyl)benzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one | HCID 117940182 | — |
Reaction Steps
To a solution of 13 (100 mg, 0.404 mmol) in toluene 10 mL was added 2-fluoro-3-(trifluoromethyl)benzaldehyde 78 (77.7 mg, 0.404 mmol). PTSA (153.8 mg, 0.809 mmol) was added to the reaction mixture and stirred at 120° C. for 6 h. The reaction mass was 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 79 which was purified through flash chromatography by using 100-200 mesh silica gel. The compound (E)-2-(2-fluoro-3-(trifluoromethyl)benzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one 79 was eluted at 34% ethyl acetate in hexane to afford yellow coloured.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09446047B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-4bad080690fe488c9ed19b38095be50f |
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| Source note | uspto-grants-2016_09 |
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