Oxalyl chloride
CAS number: 79-37-8
Oxalyl chloride is a colorless liquid used to convert carboxylic acids to acid chlorides and alcohols to aldehydes/ketones. It is very toxic and corrosive.
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Reagents and conditions: (a) KOH, EtOH, 80 °C, 90%; (b) oxalyl chloride, DCM, then NH4OH,; (c) Tf2O, TEA, DCM, two step 36%; (d) NBS, CCl4, benzoylperoxide, reflux, 97%; (e) NaN3, DMF, 85 °C (f) PPh3, DMF/H2O, 40 °C, 85% over two steps; (g) ethylsulf-onylethene, TEA, MeOH, 99%; (h) 4-fluoro-3-trifluoromethylphenyl-acetic acid, EDC, HOBt, NMM, DMF, rt, 61% over two steps. Enantiomerically pure products were isolated by chiral phase HPLC.
![Treatment of 1 with oxalyl chloride to give [7][OTf]2 and subsequent reduction to give 7.](http://www.wlxkc.cn/picture/4525612_09.png)
Treatment of 1 with oxalyl chloride to give [7][OTf]2 and subsequent reduction to give 7.
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