Synthesis method of N-Boc-4-hydroxypiperidine
A technology of hydroxypiperidine and synthesis method, which is applied in the field of synthesis of N-Boc-4-hydroxypiperidine, can solve the problem that N-Boc-4-hydroxypiperidine has high cost, is not suitable for industrialized large-scale production, and has limited raw material sources. and other problems, to achieve the effect of convenient post-processing operation, good product quality, and easy availability of raw materials
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Embodiment 1
[0020] Step 1: In a 1L three-necked flask, add 153.6g (1.0mol) of 4-piperidone hydrated hydrochloride, 150.0g of water, and add 400.0g of 20% sodium hydroxide solution dropwise at 20-30°C under temperature control ( 2.0mol), the dropwise addition was completed, stirred for 20 minutes, and di-tert-butyl dicarbonate ((Boc) was added dropwise 2 O) 240.0g (1.1mol), after dropping, stir and react at 20-30°C for about 12 hours, TLC monitors that the raw materials have reacted completely, after the reaction is completed, cool down and filter, the filtrate can be kept for the next batch, and the crude product obtained by filtration is recrystallized with ethanol After drying, 180.5 g of white solid product N-Boc-4-piperidone was obtained, the GC content was 99.4%, and the yield was 90.6%.
[0021] The second step: under the protection of nitrogen, add 180.5g (0.906mol) of N-Boc-4-piperidone, 542g of toluene, 55.5g of aluminum isopropoxide (0.272mol) and 653.0g of isopropanol ( 10.87m...
Embodiment 2
[0023] Step 1: In a 1L three-necked flask, add 122.9g (0.8mol) of 4-piperidone hydrated hydrochloride, 120.0g of water, and add 448.0g of 30% potassium hydroxide solution dropwise at 20-30°C under temperature control ( 3.0mol), the dropwise addition was completed, stirred for 20 minutes, and di-tert-butyl dicarbonate ((Boc) was added dropwise 2 O) 261.9g (1.2mol), after dropping, stir and react at 20-30°C for about 12 hours, TLC monitors that the raw materials have reacted completely, after the reaction is completed, cool down and filter, the filtrate can be reserved for the next batch, and the crude product obtained by filtration is recrystallized with ethanol After drying, 145.8g of white solid product N-Boc-4-piperidone was obtained, the GC content was 99.2%, and the yield was 91.5%.
[0024] Step 2: Under nitrogen protection, add 145.8g (0.732mol) of N-Boc-4-piperidone, 437g of xylene, 29.8g of aluminum isopropoxide (0.146mol) and 440.0g of isopropanol into a 2L three-neck...
Embodiment 3
[0026] Step 1: In a 1L three-necked flask, add 122.9g (0.8mol) of 4-piperidone hydrated hydrochloride, 120.0g of water, and add 400.0g of 30% sodium hydroxide solution dropwise at 20-30°C under temperature control ( 3.0mol), the dropwise addition was completed, stirred for 20 minutes, and di-tert-butyl dicarbonate ((Boc) was added dropwise 2 O) 192.1g (0.88mol), after dripping, stirred and reacted at 20-30°C for about 12h, TLC monitored that the raw materials reacted completely, after the reaction was completed, lower the temperature and filter, the filtrate can be reserved for the next batch, and the filtered crude product was recrystallized with ethanol After drying, 144.9g of white solid product N-Boc-4-piperidone was obtained, the GC content was 99.1%, and the yield was 90.9%.
[0027] The second step: under nitrogen protection, add N-Boc-4-piperidone 144.9g (0.727mol), tetrahydrofuran 435g, aluminum isopropoxide 44.5g (0.218mol) and isopropanol 524.0g ( 8.72mol), heated ...
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