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HRID 1111285생성일: 2026년 10월 26일

2-Methoxybenzaldehyde → (3-Bromo-2-methoxyphenyl)-(2-methoxyphenyl)methanol

https://huagongshe.com/reaction/1111285

반응식

참여 물질

역할이름HCID투입량
반응물2-MethoxybenzaldehydeHCID 8658—
반응물Ammonium ChlorideHCID 25517—
반응물Benzene, 1,3-dibromo-2-methoxy-HCID 181584—
반응물ButyllithiumHCID 178418339—
용매TetrahydrofuranHCID 8028—
생성물(3-Bromo-2-methoxyphenyl)-(2-methoxyphenyl)methanolHCID 22151957—

반응 조건

온도-63 °C

반응 단계

2,6-Dibromoanisole (138.0 g, 0.51 mol) was dissolved in 750 ml of tetrahydrofuran and the solution cooled to -63° C. Butyl lithium (319 ml of 1.6 M, 0.51 mol) was added slowly with stirring and the mixture stirred at -60° C. for 4.5 hours and then 69.4 g (0.51 mol) of o-anisaldehyde in 250 ml of tetrahydrofuran was added slowly with stirring and the mixture allowed to stir cold for 1 hour. The mixture was allowed to warm to ambient temperature and was then poured into a mixture of ice and saturated aqueous ammonium chloride. The resulting mixture was extracted with ether and the ether extract dried over magnesium sulfate and then concentrated by evaporation under reduced pressure to obtain the title compound. This was purified by preparative liquid chromatography eluting with a 5:95 mixture of ethyl acetate and hexane to obtain 44.6 g (24 percent of theory) of material having a proton nmr spectrum consistent with the assigned structure.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US04979978
출처 데이터셋uspto-grants-1990_12
ORD IDord-0260b776de2c4eb49e417e6bbff3fa41
출처 메모uspto-grants-1990_12