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tert-Butyl hydroperoxide → (R)-N-(2,3-Dichloro-4-ethylsulphinylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-Butyl hydroperoxide | HCID 6410 | — |
| 反応物 | (R)-N-(2,3-Dichloro-4-ethylsulphanylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide | HCID 11268444 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 溶媒 | Decane | HCID 15600 | — |
| 生成物 | (R)-N-(2,3-Dichloro-4-ethylsulphinylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide | HCID 11428877 | — |
反応手順
t-Butyl hydrogen peroxide (2.4 ml of a 5.5M solution in decane) was added to a solution of (R)-N-[2,3-dichloro-4-ethylsulphanylphenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide Method 1) (0.23 g) and d-10-camphorsulphonic acid (0.018 g) in chloroform (10 ml) and the mixture was stirred for 18 hours. Volatile material was removed by evaporation and the residue was purified by chromatography on a silica gel Mega Bond Elut column eluting with 0-50% EtOAc/isohexane to give the title compound (0.22 g) as a white solid. NMR (CDCl3+1 drop DMSO): 1.21-1.28 (m, 3H), 1.71 (s, 3H), 2.77-2.89 (m, 1H), 3.04-3.16 (m, 1H), 7.14 (s, 1H), 7.78 (d, 1H), 8.66 (d, 1H), 9.73 (s, 1H); m/z: 376.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06689909B1 |
| 出典データセット | uspto-grants-2004_02 |
| ORD ID | ord-d1fe87890d094989aa129562db83d535 |
| 出典メモ | uspto-grants-2004_02 |