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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 244372생성일: 2026년 10월 24일

Cesium carbonate → 2,2,7-Trimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one

https://huagongshe.com/ko/reaction/244372

반응식

참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물6-Nitro-m-cresolHCID 12788—
반응물2-Bromo-2-methylpentanoic acidHCID 21915893—
촉매IronHCID 23925—
용매Acetic AcidHCID 176—
용매EthanolHCID 702—
용매AcetonitrileHCID 6342—
생성물2,2,7-Trimethyl-2H-benzo[b][1,4]oxazin-3(4H)-oneHCID 59418268—

반응 조건

온도80 °C

반응 단계

6-Nitro-m-cresol (30.6 g) was dissolved in acetonitrile (400 ml), and thereto was added cesium carbonate (163.3 g), and the mixture was warmed to 80° C. To the mixture was added dropwise ethyl 2-bromoisobutyric acid (60 ml), and the mixture was stirred at 80° C. for 6 hours. To the mixture was added dropwise again ethyl 2-bromoisobutyric acid (60 ml), and the mixture was further stirred at 80° C. for 8 hours. The reaction solution was cooled to room temperature, and filtered through celite. The filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed with water (twice) and saturated aqueous sodium chloride solution (once), and dried over sodium sulfate. The mixture was filtered, and concentrated under reduced pressure to give a crude product. The obtained crude product was dissolved in ethanol (100 ml), and added dropwise in to a solution of iron (90 g) in acetic acid (300 ml), wherein the suspension was previously and separately warmed to 75° C. After the addition was completed, the mixture was stirred at 80° C. for 5 hours, and filtered through celite. The filtrate was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate, washed successively with water and saturated aqueous sodium hydrogen carbonate solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give a crude product. The obtained crude product was washed with hexane, and collected by filtration to give the title compound (32 g) as whited crystal.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08658639B2
출처 데이터셋uspto-grants-2014_02
ORD IDord-a790464ba4d74b2fafc6d40ace5f6f02
출처 메모uspto-grants-2014_02