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HRID 406373作成日:2026年10月27日

Ethyl Acetate → 5-(Tert-butyldiphenylsilanyloxy)-3-(4-trifluoromethylphenyl)-pentanenitrile

https://huagongshe.com/reaction/406373

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物Methyl dichlorophosphateHCID 69611—
反応物1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
反応物5-(Tert-butyldiphenylsilanyloxy)-3-(4-trifluoromethylphenyl)pentanoic acid amideHCID 66630138—
溶媒DichloromethaneHCID 6344—
溶媒HeptaneHCID 8900—
生成物5-(Tert-butyldiphenylsilanyloxy)-3-(4-trifluoromethylphenyl)-pentanenitrileHCID 6677801197.3%

反応手順

5-(tert-Butyldiphenylsilanyloxy)-3-(4-trifluoromethylphenyl)pentanoic acid amide (640 mg) was dissolved in methylene chloride (13 mL), and 1,8-diazabicyclo[5,4,0]undec-7-ene (862 μL) and methyl dichlorophosphate (301 μL) were added at 0° C. After stirring at room temperature for 1.5 hours, the reaction was terminated with a saturated sodium bicarbonate aqueous solution. The organic layer was washed with brine and then dried over magnesium sulfate. Concentration under reduced pressure gave an oil. The oil was allowed to pass through a silica gel pad (mobile phase:ethyl acetate:heptane=1:2) to obtain the title compound (600 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08754100B2
出典データセットuspto-grants-2014_06
ORD IDord-0c8a6ef0d45e484282c68aa172cda9a4
出典メモuspto-grants-2014_06