HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298473Generated: October 30, 2026
Water → 7-(3,5-Bis(trifluoromethyl)phenyl)-2-methyl-1-indanone
https://huagongshe.com/reaction/2298473
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,5-Bis-trifluoromethylphenylboronic acid | HCID 156265 | — |
| Reactant | 7-Bromo-2-methyl-2,3-dihydro-1H-inden-1-one | HCID 15869783 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 7-(3,5-Bis(trifluoromethyl)phenyl)-2-methyl-1-indanone | HCID 22173187 | 92.4% |
Reaction Steps
Using a method similar to Example 15a), 6.75 g (0.03 mol) of (2), 8.5 g (0.033 mol) of 3,5-bis(trifluoromethyl)phenylboronic acid and 7.0 g (0.066 mol) of sodium carbonate were placed in 120 ml of dimethoxyethane and 36 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 120 mg (0.5 mmol) of palladium acetate and 282 mg (1.1 mmol) of TPP were added and the reaction mixture was stirred for 2 hours at 80° C. After addition of 150 ml of water, the mixture was extracted 3 times with 150 ml each time of diethyl ether, the combined ether phases were washed 3 times with 150 ml each time of water and dried over magnesium sulfate. Removal of the solvent gave 9.93 g of (18) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06492539B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-c3ae24c7551d40888494890d48e9bcab |
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| Source note | uspto-grants-2002_12 |
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