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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1889019생성일: 2026년 10월 25일

2,3-Dichlorobenzoic acid → 2,3-Dichloro-4-methylbenzoic acid

https://huagongshe.com/reaction/1889019

반응식

참여 물질

역할이름HCID투입량
반응물2,3-Dichlorobenzoic acidHCID 5765—
반응물Methyl iodideHCID 6328—
반응물2,2,6,6-TetramethylpiperidineHCID 13035—
반응물ButyllithiumHCID 178418339—
용매TetrahydrofuranHCID 8028—
생성물2,3-Dichloro-4-methylbenzoic acidHCID 53430463—

반응 조건

온도-20 °C

반응 단계

n-Butyllithium (23.04 mL, 57.6 mmol) was dissolved in tetrahydrofuran (THF) (100 mL) at −20° C. 2,2,6,6-tetramethylpiperidine (9.72 mL, 57.6 mmol) was added dropwise and stirred for 15 minutes maintaining a temperature of −20° C. The solution was cooled to −78° C. whereupon 2,3-dichlorobenzoic acid (5 g, 26.2 mmol, commercially available from e.g. Sigma-Aldrich, Alfa Aesar or Fluorochem) dissolved in Tetrahydrofuran (THF) (50 mL) was added dropwise. The solution was stirred at −78° C. for 1 hour whereupon iodomethane (6.55 mL, 105 mmol) was added dropwise and the mixture allowed to reach room temperature overnight. Solvents were removed in vacuo and the residue partitioned between ethyl acetate (100 mL) and 5N HCl (50 mL). The aqueous phase was extracted with ethyl acetate (3×50 mL), combined extracts were washed with water (50 mL), brine (50 mL) dried over anhydrous magnesium sulfate and concentrated in vacuo to afford a crude solid in 5.90 g.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08501946B2
출처 데이터셋uspto-grants-2013_08
ORD IDord-a7303675e06e486a8b55e49b01193bf1
출처 메모uspto-grants-2013_08