Title:
PREPARATION METHOD FOR NORBORNANE DIMETHYLAMINE
Document Type and Number:
WIPO Patent Application WO/2021/120896
Kind Code:
A1
Abstract:
Provided is a preparation method for norbornane dimethylamine, comprising the following steps: a) mixing a compound having a structure shown in a formula (I) with urotropin, an acid and a first solvent, and carrying out a first reaction to obtain a first reaction mixture; neutralizing and filtering the above first reaction mixture for the first time in sequence, and purifying the obtained filtrate for the first time to obtain a compound having a structure shown in a formula (II); b) mixing the compound having the structure shown in the formula (II) obtained in the step a) with hydrogen, a catalyst and a second solvent, and carrying out a second reaction to obtain a second reaction mixture; then filtering the second reaction mixture for the second time, and purifying the obtained filtrate for the second time to obtain norbornane dimethylamine. Compared with the prior art, the preparation method can avoid the use of hydrogen cyanide, rhodium catalysts and other ligands, the method is simple, the operation is easy, the product yield is high, and the application prospect is wide.
Inventors:
ZHAI HONGBIN (CN)
REN YONGPING (CN)
LIANG WANGEN (CN)
ZHANG CHAO (CN)
CUI WEIHUA (CN)
FEI XIAOYAO (CN)
REN YONGPING (CN)
LIANG WANGEN (CN)
ZHANG CHAO (CN)
CUI WEIHUA (CN)
FEI XIAOYAO (CN)
Application Number:
PCT/CN2020/125793
Publication Date:
June 24, 2021
Filing Date:
November 02, 2020
Export Citation:
Assignee:
SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROT CO LTD (CN)
International Classes:
C07C231/02; C07C231/12; C07C231/24; C07C233/07
Foreign References:
| CN111004132A | 2020-04-14 | |||
| CN101443308A | 2009-05-27 | |||
| CN104781228A | 2015-07-15 | |||
| CN108290829A | 2018-07-17 |
Other References:
SOHÁR PÁL, PELCZER ISTVÁN, STÁJER GÁZA, BERNÁTH GÁBOR: "Stereostructural and NMR study of isomeric oxazines fused to the norbornane or norbornene skeleton", MAGNETIC RESONANCE IN CHEMISTRY, JOHN WILEY , CHICHESTER, GB, vol. 25, no. 7, 1 July 1987 (1987-07-01), GB, pages 584 - 591, XP055821495, ISSN: 0749-1581, DOI: 10.1002/mrc.1260250707
LAZAR ANISH, VINOD CHATHAKUDATH P., SINGH ANAND PAL: "A Simple, Phosphine Free, Reusable Pd(II)–2, 2’-dihydroxybenzo Phenone–SBA-15 Catalyst for Arylation and Hydrogenation Reactions of Alkenes", NEW JOURNAL OF CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, GB, vol. 40, no. 3, 1 January 2016 (2016-01-01), GB, pages 2423 - 2432, XP055821498, ISSN: 1144-0546, DOI: 10.1039/C5NJ02686E
VOJACEK STEFFEN, BEESE KATJA, ALHALABI ZAYAN, SWYTER SÖREN, BODTKE ANJA, SCHULZKE CAROLA, JUNG MANFRED, SIPPL WOLFGANG, LINK ANDRE: "Three-Component Aminoalkylations Yielding Dihydronaphthoxazine-Based Sirtuin Inhibitors: Scaffold Modification and Exploration of Space for Polar Side-Chains : Dihydronaphthoxazine-Based Sirtuin Inhibitors", ARCHIV DER PHARMAZIE, WILEY VERLAG, WEINHEIM, vol. 350, no. 7, 1 July 2017 (2017-07-01), Weinheim, pages e1700097, XP055821505, ISSN: 0365-6233, DOI: 10.1002/ardp.201700097
LAZAR ANISH, VINOD CHATHAKUDATH P., SINGH ANAND PAL: "A Simple, Phosphine Free, Reusable Pd(II)–2, 2’-dihydroxybenzo Phenone–SBA-15 Catalyst for Arylation and Hydrogenation Reactions of Alkenes", NEW JOURNAL OF CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, GB, vol. 40, no. 3, 1 January 2016 (2016-01-01), GB, pages 2423 - 2432, XP055821498, ISSN: 1144-0546, DOI: 10.1039/C5NJ02686E
VOJACEK STEFFEN, BEESE KATJA, ALHALABI ZAYAN, SWYTER SÖREN, BODTKE ANJA, SCHULZKE CAROLA, JUNG MANFRED, SIPPL WOLFGANG, LINK ANDRE: "Three-Component Aminoalkylations Yielding Dihydronaphthoxazine-Based Sirtuin Inhibitors: Scaffold Modification and Exploration of Space for Polar Side-Chains : Dihydronaphthoxazine-Based Sirtuin Inhibitors", ARCHIV DER PHARMAZIE, WILEY VERLAG, WEINHEIM, vol. 350, no. 7, 1 July 2017 (2017-07-01), Weinheim, pages e1700097, XP055821505, ISSN: 0365-6233, DOI: 10.1002/ardp.201700097
Attorney, Agent or Firm:
UNITALEN ATTORNEYS AT LAW (CN)
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