CN105693528A - Trans-4-aminoadamantan-1-ol hydrochloride synthesis technology - Google Patents

Abstract

The invention discloses a trans-4-aminoadamantan-1-ol hydrochloride synthesis technology. The technology comprises that 4-amino-1-adamantanol is prepared from 5-hydroxy-2-adamantanone as a raw material through hydroxylamine hydrochloride oximation and Raney nickel hydrogenation reduction, the 4-amino-1-adamantanol is acidized to form a salt and trans-4-aminoadamantan-1-ol hydrochloride is prepared from the salt through methanol recrystallization three-step reactions. Compared with the prior art reported through the existing patent literature, the technology has the advantages of simple processes, raw material easy acquisition, low cost and high yield.

Description

4-amino-1-adamantane alcohol hydrochlorate synthesis technique

Technical field

The invention belongs to technical field of chemical synthesis, be specifically related to a kind of trans-4-amino-1-adamantanol hydrochloride synthesis technique。

Background technology

Trans-4-amino-1-adamantanol hydrochloride synthesis technique at least includes the basic process such as catalytic reaction, hydrogenation。In current trans-4-amino-1-adamantanol hydrochloride synthesis technique, technological process is not easy to implement, the trans-4-amino-1-adamantanol hydrochloride finished product purity generated is low, reaction residual cannot be recycled, manufacturing process is complicated, production efficiency is low and cost high, is not suitable for large-scale production。

Summary of the invention

For the above-mentioned technical problem overcoming prior art to exist, it is an object of the invention to, a kind of trans-4-amino-1-adamantanol hydrochloride synthesis technique is provided, the present invention not only manufacturing process is simple, improve work efficiency, and the trans-4-amino-1-adamantanol hydrochloride product purity generated is greatly, is suitable for industrialized production。

Trans-4-amino-1-adamantanol hydrochloride synthesis technique provided by the invention, comprises the following steps:

(1) with 5-hydroxyl-2-Buddha's warrior attendant alkanone for raw material, 5-hydroxyl-2-adamantanone oxime is produced through Hydrochloride Hydroxylamine Oximation；

(2) 5-hydroxyl-2-adamantanone oxime obtains 4-amino-1-adamantane alcohol then through Raney's nickel hydro-reduction；

(3) after the acidifying of 4-amino-1-adamantane alcohol becomes salt, recrystallizing methanol three-step reaction obtains trans-4-amino-1-adamantanol hydrochloride；

(4) 5-hydroxyl-2-adamantanone oxime is in alcohols solvent, it is simultaneously introduced the Raney's nickel catalyst of 5-hydroxyl-2-adamantanone oxime weight 25～50%, passing into hydrogen and press under 3～5MPa at hydrogen, temperature 35～80 DEG C carries out hydro-reduction reaction and prepares 4-amino-1-adamantane alcohol。

Trans-4-amino-1-adamantanol hydrochloride synthesis technique provided by the invention, it has the beneficial effects that, overcoming prior art, to prepare operation in trans-4-amino-1-adamantanol hydrochloride technical process more, and the problem that workload is big improves work efficiency；Improve the conversion per pass of reactant and the productivity of product。

Detailed description of the invention

Below in conjunction with an embodiment, trans-4-amino-1-adamantanol hydrochloride synthesis technique provided by the invention is described in detail。

Embodiment

The trans-4-amino-1-adamantanol hydrochloride synthesis technique of the present embodiment, comprises the following steps:

(1) with 5-hydroxyl-2-Buddha's warrior attendant alkanone for raw material, 5-hydroxyl-2-adamantanone oxime is produced through Hydrochloride Hydroxylamine Oximation；

(2) 5-hydroxyl-2-adamantanone oxime obtains 4-amino-1-adamantane alcohol then through Raney's nickel hydro-reduction；

(3) after the acidifying of 4-amino-1-adamantane alcohol becomes salt, recrystallizing methanol three-step reaction obtains trans-4-amino-1-adamantanol hydrochloride；

(4) 5-hydroxyl-2-adamantanone oxime is in alcohols solvent, is simultaneously introduced the Raney's nickel catalyst of 5-hydroxyl-2-adamantanone oxime weight 50%, passes into hydrogen and presses under 5MPa at hydrogen, and temperature 80 DEG C carries out hydro-reduction reaction and prepares 4-amino-1-adamantane alcohol。

Trans-4-amino-1-adamantanol hydrochloride synthesis technique, it is not necessary to loaded down with trivial details post-reaction treatment, substantially increases properties of product, and it is environmentally friendly pollution-free, technological process is easy to implement, and production cost is low, synthesis yield is high, better achieves the industrialized production of product。

Claims (1)

1. a trans-4-amino-1-adamantanol hydrochloride synthesis technique, it is characterised in that: said method comprising the steps of:

(1) with 5-hydroxyl-2-Buddha's warrior attendant alkanone for raw material, 5-hydroxyl-2-adamantanone oxime is produced through Hydrochloride Hydroxylamine Oximation；

(2) 5-hydroxyl-2-adamantanone oxime obtains 4-amino-1-adamantane alcohol then through Raney's nickel hydro-reduction；

(3) after the acidifying of 4-amino-1-adamantane alcohol becomes salt, recrystallizing methanol three-step reaction obtains trans-4-amino-1-adamantanol hydrochloride；

(4) 5-hydroxyl-2-adamantanone oxime is in alcohols solvent, it is simultaneously introduced the Raney's nickel catalyst of 5-hydroxyl-2-adamantanone oxime weight 25～50%, passing into hydrogen and press under 3～5MPa at hydrogen, temperature 35～80 DEG C carries out hydro-reduction reaction and prepares 4-amino-1-adamantane alcohol。