Title:
PREPARATION METHOD FOR TRANS-CYCLOBUTANE PHTHALATE AND DERIVATIVE THEREOF
Document Type and Number:
WIPO Patent Application WO/2021/077424
Kind Code:
A1
Abstract:
Provided in the present invention is a preparation method for a trans-cyclobutane phthalate and a derivative thereof. The preparation method comprises: in an organic solvent, utilizing an organic alkaline at 50-90 °C to catalyze a substrate having the structure as represented by structural formula I to undergo isomerization to produce trans-cyclobutane phthalate or a derivative thereof, where structural formula I is: (I), R1, R2, R3, and R4 respectively and independently are any among hydrogen or C1-C5 alkyls, and, R5 and R6 respectively and independently are any among C1-C10 alkyls and benzyls. The employment of the organic alkaline serving as a catalyst for catalyzing the trans-cyclobutane phthalate or the derivative thereof having the structure of structural formula I allows an isomerization reaction to take place at 50-90 °C, the one-step isomerization reduces process steps, is highly efficient and convenient, has mild reaction conditions, and obviates the need for special equipment, thus facilitating scale-up production, and allowing substrate conversion rate and product yield of 70% or more or even 80% or more to be implemented in scale-up production.
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Inventors:
HONG HAO (US)
ZHANG ENXUAN (CN)
LU JIANGPING (CN)
WEI FULIANG (CN)
CHE GUANDA (CN)
FENG MINGJIE (CN)
ZHANG ENXUAN (CN)
LU JIANGPING (CN)
WEI FULIANG (CN)
CHE GUANDA (CN)
FENG MINGJIE (CN)
Application Number:
PCT/CN2019/113428
Publication Date:
April 29, 2021
Filing Date:
October 25, 2019
Export Citation:
Assignee:
JINLIN ASYMCHEM PHARMACEUTICALS CO LTD (CN)
International Classes:
C07C67/333; C07C69/74
Domestic Patent References:
| WO2005118656A2 | 2005-12-15 |
Foreign References:
| CN101044108A | 2007-09-26 | |||
| CN101180272A | 2008-05-14 |
Other References:
BLOMQUIST A T, MEINWALD YVONNE C: "Conjugated Cyclobutane Polyolefins 667 [Contribution from the Synthesis of Some Conjugated Cyclobutane Polyolefins and their 1,2-Cycloaddition to Tetracyanoethylene1·2", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, US, vol. 5, 5 February 1959 (1959-02-05), US, pages 667 - 672, XP055803577, ISSN: 0002-7863
BUCHMAN E R, REIMS A O, SKEI THURSTON, SCHLATTER M J: "Cyclobutane Derivatives. I.1 The Degradation of cis- and trans-1,2-Cyclobutane-dicarboxylic Acids to the Corresponding Diamines", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 64, no. 11, 1 November 1942 (1942-11-01), pages 2696 - 2700, XP055803561, DOI: 10.1021/ja01263a048
See also references of EP 4049993A4
BUCHMAN E R, REIMS A O, SKEI THURSTON, SCHLATTER M J: "Cyclobutane Derivatives. I.1 The Degradation of cis- and trans-1,2-Cyclobutane-dicarboxylic Acids to the Corresponding Diamines", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 64, no. 11, 1 November 1942 (1942-11-01), pages 2696 - 2700, XP055803561, DOI: 10.1021/ja01263a048
See also references of EP 4049993A4
Attorney, Agent or Firm:
KANGXIN PARTNERS, P.C. (CN)
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