Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 575116생성일: 2026년 10월 25일
2-Methyl-3-butyn-2-ol → 9-(3-Hydroxy-3-methyl-but-1-ynyl)-4-oxo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid methyl ester
https://huagongshe.com/reaction/575116
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2-Methyl-3-butyn-2-ol | HCID 8258 | — |
| 반응물 | Triphenylphosphine | HCID 11776 | — |
| 반응물 | 9-Bromo-4-oxo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid methyl ester | HCID 86693085 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Triethylamine | HCID 8471 | — |
| 생성물 | 9-(3-Hydroxy-3-methyl-but-1-ynyl)-4-oxo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid methyl ester | HCID 86693145 | 40.1% |
반응 단계
A mixture of 9-Bromo-4-oxo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid methyl ester (200 mg, 0.565 mmol), 2-methyl-3-butyn-2-ol (237 mg, 2.825 mmol), Pd(OAc)2 (13 mg, 0.0565 mmol), CuI (21 mg, 0.113 mmol) and PPh3 (45 mg, 0.17 mmol) in Et3N (10 mL) was degassed with N2, and the mixture was stirred at 80° C. overnight. The reaction was cooled to room temperature, concentrated and purified by flash column chromatography (silica gel, EtOAc in hexane from 0 to 30%) to give 9-(3-Hydroxy-3-methyl-but-1-ynyl)-4-oxo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid methyl ester as an off-white solid (81 mg, 40%). LC-MS (ESI & APCI): 358.2 (M+1).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09034866B2 |
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| 출처 데이터셋 | uspto-grants-2015_05 |
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| ORD ID | ord-af41cc050d324ef6a3c77fc43b5e3380 |
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| 출처 메모 | uspto-grants-2015_05 |
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