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HRID 63086作成日:2026年10月26日

Potassium Carbonate → 6-(2,2,2-Trifluoroethoxy)-1,2,3,4-tetrahydronaphthalen-1-one

https://huagongshe.com/reaction/63086

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物Ethanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate)HCID 67942—
反応物6-Hydroxy-3,4-dihydro-1(2H)-naphthalenoneHCID 4679494—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物6-(2,2,2-Trifluoroethoxy)-1,2,3,4-tetrahydronaphthalen-1-oneHCID 6183444185.3%

反応条件

温度100 °C

反応手順

To a solution of 6-hydroxy-3,4-dihydro-1(2H)-naphthalenone (200 mg, 1.2 mmol) and 2,2,2-trifluoroethyl tosylate (345 mg, 1.4 mmol) in DMF (10 mL) was added potassium carbonate (339 mg, 2.5 mmol) at rt. The solution was heated at 100° C. overnight. The reaction was cooled, diluted with water (20 mL), and extracted with EtOAc (20 mL×3). Organics were dried (Na2SO4) and concentrated to give 250 mg (83%) of the title compound as a yellow solid. 1H NMR (300 MHz, CDCl3): δ 2.12-2.16 (2H, m), 2.64 (2H, t, J=6.3 Hz), 2.95 (2H, t, J=6.3 Hz), 4.34-4.46 (2H, m), 6.78 (1H, d, J=2.4 Hz), 6.87 (1H, dd, J=2.4, 8.7 Hz), 8.05 (1H, dd, J=8.7 Hz).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09447045B2
出典データセットuspto-grants-2016_09
ORD IDord-db0c1667d2304f96b8e73f61e2b6970b
出典メモuspto-grants-2016_09