참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ethylene Glycol | HCID 174 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 1-Iodo-3,5-dimethylbenzene | HCID 140924 | — |
| 반응물 | 6-Mercapto-1-hexanol | HCID 560126 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Isopropanol | HCID 3776 | — |
| 생성물 | 6-(3,5-Dimethylphenyl)mercaptohexanol | HCID 12026858 | 92% |
반응 단계
The general procedure in example 39 was followed. 5-Iodo-m-xylene (144 μL, 1.0 mmol), 6-mercaptohexanol (137 μL, 1.0 mmol), CuI (10 mg, 0.05 mmol), K2CO3 (276 mg, 2.0 mmol), ethylene glycol (111 μL, 2.0 mmol) and 2-propanol (1.0 mL) were used to obtain the 6-(3,5-dimethylphenyl)mercaptohexanol (212 mg, 92% yield) as colorless oil. Column chromatographic solvent (hexane/ethyl acetate=3/1). Rf=0.4 (hexane/ethyl acetate=2/1). 1H NMR (CDCl3, 300 MHz) δ 6.92 (s, 2 H), 6.78 (s, 1 H), 3.62 (q, 2 H, J=4.8 Hz), 2.90 (t, 2 H, J=7.2 Hz), 2.27 (s, 6 H), 1.30-1.68 (m, 9 H). 13C NMR (CDCl3, 75 MHz) δ 138.6, 136.5, 127.8, 126.7, 63.2, 33.8, 33.0, 29.5, 28.9, 25.7, 21.7. IR (neat, cm−1) 3320 (broad), 3060, 3022, 2972, 2847. MS (EI) m/z (relative intensity) 238 (40), 138 (100). Anal Cald for C14H22OS, Cald. C, 70.54; H, 9.30. Found C, 70.29; H, 9.33.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06888032B2 |
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| 출처 데이터셋 | uspto-grants-2005_05 |
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| ORD ID | ord-3d0418fdaa00458a81d5b5a9527e737b |
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| 출처 메모 | uspto-grants-2005_05 |
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