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HRID 403574作成日:2026年10月26日

1,8-Diazabicyclo(5.4.0)undec-7-ene → 6-allyl-3-((S)-3,3-dimethylbutan-2-yl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one

https://huagongshe.com/reaction/403574

反応式

関与物質

役割名称HCID仕込み量
反応物1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
反応物(S)-3-isocyanato-2,2-dimethyl-butaneHCID 12169316—
反応物1-Chloro-3-(4-fluorophenyl)hex-5-en-3-olHCID 53472938—
溶媒TetrahydrofuranHCID 8028—
溶媒Ethyl AcetateHCID 8857—
生成物6-allyl-3-((S)-3,3-dimethylbutan-2-yl)-6-(4-fluorophenyl)-1,3-oxazinan-2-oneHCID 5848525711.4%

反応手順

A mixture of 1-chloro-3-(4-fluorophenyl)hex-5-en-3-ol (500 mg, 2.19 mmol), (S)-3-isocyanato-2,2-dimethyl-butane (845 mg, 5.58 mmol), and DBU (681 mg, 5.9 mmol) in THF (10 mL) was heated to reflux for 25 h. The mixture was diluted with EtOAc and washed with 1 N aq HCl. The aqueous phase was extracted with EtOAc (3×). The combined organic phase was dried over Na2SO4. After the solvents were evaporated, the crude product was purified by column to give 6-allyl-3-((2S)-3,3-dimethylbutan-2-yl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one (80 mg, crude).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08748444B2
出典データセットuspto-grants-2014_06
ORD IDord-6e39b42537b94cbf88c34937e4d880c9
出典メモuspto-grants-2014_06