반응 #1135837

ord-ab4a5b1697ae44abb85e3b081d3fea93

반응 방정식

[K+].[OH-]
KOH
COC(=O)CCCCCCc1nc2ccc(-c3ccccc3)cc2[nH]1
methyl 7-(6-phenyl-1H-benzo[d]imidazol-2-yl)heptanoate
NO
hydroxylamine
O=C(CCCCCCc1nc2ccc(-c3ccccc3)cc2[nH]1)NO
N-hydroxy-7-(6-phenyl-1H-benzo[d]imidazol-2-yl)heptanamide
수율 53.3%

용매

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축briefly concentrated
  2. 2
    workup.ADDITIONby adding 1 N HCl solution until pH was 7
  3. 3
    여과The white precipitate was collected by filtration
  4. 4
    기타purified by biotage column chromatography

실험 절차

To a solution of methyl 7-(6-phenyl-1H-benzo[d]imidazol-2-yl)heptanoate (50 mg, 0.15 mmol) in THF at 0° C. was added 50% hydroxylamine solution (0.10 mL, 1.5 mmol). To this was added KOH (0.45 mL, 1M in MeOH, 0.45 mmol) dropwise. The reaction was stirred at 0° C. for 2 hr, briefly concentrated and neutralized by adding 1 N HCl solution until pH was 7. The white precipitate was collected by filtration and purified by biotage column chromatography to give N-hydroxy-7-(6-phenyl-1H-benzo[d]imidazol-2-yl)heptanamide 18 (27 mg). MS (M+1=338)

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09381196B2uspto-grants-2016_07