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Method for preparing PINO (phthimide-N-oxyl) derivatives by direct coupling of NHPI (N-hydroxyphthalimide) and ketone compounds

A technology of ketone compounds and derivatives, which is applied in the field of preparation of PINO derivatives, can solve the problems of being difficult to apply to industrial production, low safety factor, high cost, etc., and achieve the effect of being conducive to industrial production, with short process and simple steps

Active Publication Date: 2017-01-25
王学军
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0006] In view of existing methods for synthesizing PINO derivatives, high-activity peroxides are used as oxidants, and the yield is low, the cost is high, the safety factor is low, and it is difficult to apply to industrialized production. The purpose of the present invention is to provide a kind of NHPI and A method for synthesizing PINO derivatives with high yield in one step reaction of ketone compound raw materials under mild conditions, the method is low in cost, simple in operation, and meets the requirements of industrial production

Method used

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  • Method for preparing PINO (phthimide-N-oxyl) derivatives by direct coupling of NHPI (N-hydroxyphthalimide) and ketone compounds
  • Method for preparing PINO (phthimide-N-oxyl) derivatives by direct coupling of NHPI (N-hydroxyphthalimide) and ketone compounds
  • Method for preparing PINO (phthimide-N-oxyl) derivatives by direct coupling of NHPI (N-hydroxyphthalimide) and ketone compounds

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Embodiment 1

[0039] Ketones:

[0040] PINO derivatives: Yield 75%.

Embodiment 2

[0042] Ketones:

[0043] PINO derivatives: Yield 72%.

Embodiment 3

[0045] Ketones:

[0046] PINO derivatives: Yield 69%.

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Abstract

The invention discloses a method for preparing (phthimide-N-oxyl) derivatives by direct coupling of NHPI (N-hydroxyphthalimide) and ketone compounds. The method includes that, under the protection of nitrogen, the ketone compounds react with N- hydroxyphthalimide and K2S2O8 under catalyzing of tetraalkyl ammonium salt to generate the PINO derivatives. With the method, the PINO derivatives are synthesized with high yield by one-step reaction under the moderate condition, low cost is achieved, simpleness in operation is realized, and industrial production requirements are met.

Description

technical field [0001] The invention relates to a method for preparing PINO derivatives, in particular to a method for preparing PINO derivatives by direct coupling of NHPI and ketone compounds, belonging to the field of organic synthesis. Background technique [0002] Free radical chemistry has been a research hotspot for many years because it does play an important role in organic synthesis and industrial applications. It is well known in the art that N-hydroxyphthalimide (NHPI) can generate highly reactive N-oxyphthalimide (PINO) free radicals, which can be used as catalysts or participate in various types of coupling reactions. joint reaction. Some PINO compounds can be easily converted into the corresponding alcohols or hydroxylamines, both of which are very useful intermediates in drug synthesis. [0003] At present, there are reports that organic peroxides are used to complete the reaction, as shown in the following reaction formula. [0004] [0005] However, i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/48C07D409/12B01J31/02
CPCB01J31/0239C07D209/48C07D409/12
Inventor 郭灿城徐静文郭欣
Owner 王学军
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