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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 882663생성일: 2026년 10월 26일

Tetrahydrofuran → Methyl 2-(acetylthio)-4-bromobutanoate

https://huagongshe.com/reaction/882663

반응식

참여 물질

역할이름HCID투입량
반응물TetrahydrofuranHCID 8028—
반응물2-Thiopheneacetic acidHCID 15970—
반응물DiisopropylethylamineHCID 81531—
반응물Methyl 2,4-dibromobutanoateHCID 296716—
생성물Methyl 2-(acetylthio)-4-bromobutanoateHCID 5324799196%

반응 조건

온도-20 °C

반응 단계

10.0 g (38.4 mmol) of methyl 2,4-dibromobutanoate in 100 ml of dry THF at −20° C. was added dropwise the mixture of 2.75 ml (38.5 mmol) of thiolacetic acid in 8.5 ml (48.9 mmol) of DIPEA and 50 ml of dry THF in 1.5 hour. After stirring overnight at −20° C. then 0° C. for 2 hours under Ar, the mixture was concentrated, diluted with EtAc/Hexane, washed with 1.0 M NaH2PO4, dried over MgSO4, filtered, evaporated, and SiO2 chromatographic purification (1:12 to 1:10 EtAc/Hexane) to afford 9.5 g (96%) of the title compound. 1H NMR (CDCl3) 4.38 (1H, t, J=7.1 Hz), 3.74 (s, 3H), 3.40 (m, 2H), 2.57˜2.47 (m, 1H), 2.37 (s, 3H), 2.36˜2.21 (m, 1H); 13C NMR 193.24, 171.36, 53.15, 44.45, 34.67, 30.46, 29.46; MS m/z+276.9 (M+Na), 278.9 (M+2+Na)

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08236319B2
출처 데이터셋uspto-grants-2012_08
ORD IDord-d0633b1a8d424c299d1fbced2d978c76
출처 메모uspto-grants-2012_08