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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 248136생성일: 2026년 10월 23일

1,3-Dibromobenzene → 3-Bromobiphenyl

https://huagongshe.com/ko/reaction/248136

반응식

참여 물질

역할이름HCID투입량
반응물1,3-DibromobenzeneHCID 7927—
반응물Sodium CarbonateHCID 10340—
반응물IodobenzeneHCID 11575—
반응물Sodium HydroxideHCID 14798—
반응물Triisopropyl borateHCID 21531—
반응물Boronic AcidHCID 61668—
반응물ButyllithiumHCID 178418339—
촉매HCID 178418397HCID 178418397—
용매TolueneHCID 1140—
용매Diethyl EtherHCID 3283—
용매TetrahydrofuranHCID 8028—
생성물3-BromobiphenylHCID 16449—

반응 단계

Starting with readily available starting materials, 1,3-dibromobenzene and the appropriately substituted iodobenzene, it is possible to prepare biphenyls having 3', 4' and 5' position substitution. Referring to Flow Sheet AE 1,3-dibromobenzene AE1 is converted to boronic acid AE2 by first reacting with butyl lithium in anhydrous THF or ether at about -78° C. followed by addition of triisopropyl borate. The resultant intermediate is worked up with sodium hydroxide and acidified. Boronic acid AE2 is subsequently reacted with the appropriate iodobenzene AE3 in toluene and aqueous sodium carbonate with tetrakistriphenylphosphinepalladium as a catalyst to produce the 3-bromo biphenyl B1. This reaction to B1 is well known in art with reference made herein to N. Miyaura, T. Yanagi and A. Suzuki, Syn. Comm., 11, 513 (1981). ##STR19##

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05208329
출처 데이터셋uspto-grants-1993_05
ORD IDord-c162315141934898b8ef634f75735e1c
출처 메모uspto-grants-1993_05