crystal structure of n-hydroxypiperidone
Post on 31-Dec-2015
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Synthesis of Hydroxamic Acids through -NOH Insertion of Ketones S. Bruce King, Wake Forest University. Crystal structure of N-hydroxypiperidone. - PowerPoint PPT Presentation
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Synthesis of Hydroxamic Acids through -NOH Insertion of KetonesS. Bruce King, Wake Forest University
O
N
O
OHPh S
O
NH OH1.
2. Base, rt
O Table Results of –NOH insertion with cyclopentanone towards N-hydroxypiperidone synthesis
Entry Equivalent of PA
Base/Solvents Yield
1 0.9 2N NaOH / EtOH
18%
2 1.1 NaH / THF 10.6%
3 2 NaH / DMF trace
4 2 NaOMe / MeOH 33%
5 2 2N NaOH / EtOH
40%
6 4 2N NaOH / EtOH
44%
7 6 2N NaOH / EtOH
59%
8 10 2N NaOH / EtOH
69%
Crystal structure of N-hydroxypiperidone
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