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HRID 341979생성일: 2026년 10월 25일

3-Bromobenzoic acid → 3-((3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)hydroxymethyl)benzoic acid

https://huagongshe.com/reaction/341979

반응식

참여 물질

역할이름HCID투입량
반응물3-Bromobenzoic acidHCID 11456—
반응물Lithium, mol. (Li2)HCID 139759—
반응물3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehydeHCID 53394853—
용매TetrahydrofuranHCID 8028—
생성물3-((3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)hydroxymethyl)benzoic acidHCID 54129198—

반응 조건

온도-78 °C

반응 단계

To the dilithium salt (5.92 mmol) obtained from 3-bromobenzoic acid (W. E. Parham and Y. A. Sayed, J. Org. Chem., 39, 2051 (1974)), a solution of 3-(2-(7-chloro-2-quinolinyl)ethenyl)benzaldehyde (1.503 g, 5.12 mmol) (U.S. Pat. No. 4,851,409, Jul. 25, 1989, Example 24, Step 1) in THF (25 mL) was added dropwise at -78° C. The mixture was stirred for 2 h at -78° C. and was quenched with 25% aqueous NH4OAc. The mixture was acidified to pH 5 with AcOH and extracted with EtOAc. The organic fractions were dried over Na2SO4 and evaporated. Flash chromatography of the residue on silica using EtOAc:toluene:AcOH 30:70:1 yielded the title compound.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05856322
출처 데이터셋uspto-grants-1999_01
ORD IDord-f3c8d94ac0ed4823a262508cdeddb8ec
출처 메모uspto-grants-1999_01