関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Trifluoroacetic acid | HCID 6422 | — |
| 反応物 | 3-Chlorophenol | HCID 7933 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4-[2-(Toluene-4-sulfonyloxymethyl)furan-3-yl]piperidine-1-carboxylic acid t-butyl ester | HCID 58442832 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | Trifluoroacetic acid | HCID 6422 | 98% |
| 生成物 | 4-[3-(3-Chlorophenoxymethyl)furan-2-yl]piperidine | HCID 53390870 | — |
反応手順
4-[2-(Toluene-4-sulfonyloxymethyl)furan-3-yl]piperidine-1-carboxylic acid t-butyl ester (65 mg, 0.15 mmol was dissolved in MeCN (770 μL) and added to a mixture of potassium carbonate (32 mg, 230 mmol, 1.6 eq.) and 3-chlorophenol (28.8 mg, 224 μmol, 1.5 eq.). The resulting mixture was shaken at 50° C. overnight. The mixture was then cooled and the solids removed. The supernatant was combined with TFA (12 μL, 160 mmol, 1.0 eq.) and the resulting mixture was shaken overnight at room temperature. The solution was concentrated using an evaporator, then dissolved in 1:1 AcOH:H2O (5.0 mL) then an additional 2.0 ml AcOH, filtered, and purified by preparative HPLC to yield the title compound as a TFA salt (4.3 mg, 98% purity). MS m/z: [M+H]+ calcd for C16H18ClNO2, 292.10. found 292.0.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08530663B2 |
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| 出典データセット | uspto-grants-2013_09 |
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| ORD ID | ord-7c7eb893515043ada633d52917cc2209 |
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| 出典メモ | uspto-grants-2013_09 |
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