Title:
PREPARATION METHOD FOR GREEN VISIBLE LIGHT-CATALYZED ACETATE COMPOUND
Document Type and Number:
WIPO Patent Application WO/2023/040105
Kind Code:
A1
Abstract:
Disclosed is a preparation method for a green visible light-catalyzed acetate compound. In this method, an LED lamp is used as a light source to provide energy, economically available primary, secondary, and tertiary alcohols are used as reaction substrates, cerium trifluoromethanesulfonate is used as a catalyst, and 2,3-butanedione available on the market is used as a raw material. Compared with the existing technology, the method of the present invention has the following advantages: 1) green, mild, high-efficiency, energy-saving, and environment-friendly visible light-catalyzed reaction means are used; 2) the reaction system is simple and has a wide range of substrates, primary, secondary, and tertiary alcohols all being suitable for the method; 3) no dehydrating agent is added; 4) the reaction yield is relatively high; 5) operation is relatively simple; 6) the raw materials are cheap and easy to obtain; and 7) the reaction can achieve gram-level scale and later modification of drug molecules.
Inventors:
WAN XIAOBING (CN)
LIAN PENGCHENG (CN)
LI RUYI (CN)
WAN XIAO (CN)
XIANG ZIXIN (CN)
LIU HANG (CN)
CAO ZHIYU (CN)
LIAN PENGCHENG (CN)
LI RUYI (CN)
WAN XIAO (CN)
XIANG ZIXIN (CN)
LIU HANG (CN)
CAO ZHIYU (CN)
Application Number:
PCT/CN2021/139817
Publication Date:
March 23, 2023
Filing Date:
December 20, 2021
Export Citation:
Assignee:
UNIV SOOCHOW (CN)
International Classes:
C07D209/48; C07B41/12; C07C67/29; C07C201/12; C07C253/30; C07C255/57; C07C315/04; C07C317/18; C07D333/38
Foreign References:
| CN113754574A | 2021-12-07 | |||
| US3346620A | 1967-10-10 |
Other References:
LIAN PENGCHENG, LI RUYI, WAN XIAO, XIANG ZIXIN, LIU HANG, CAO ZHIYU, WAN XIAOBING: "Acetylation of alcohols and amines under visible light irradiation: diacetyl as an acylation reagent and photosensitizer", ORGANIC CHEMISTRY FRONTIERS, vol. 9, no. 2, 21 January 2022 (2022-01-21), pages 311 - 319, XP093048238, ISSN: 2052-4129, DOI: 10.1039/D1QO01613J
FANG SHU-QING, WU DONG-MEI;ZHAO GUO-YI;ZHANG YING-MEI : "OPTIMUM CONDITION OF GABRIEL SYNTHESIS OF 4-PHTHALIMIDOBUTYL ACETATE", CHINESE JOURNAL OF PHARMACEUTICALS, SHANGHAI YIYAO GONGYE YANJIUYUAN,SHANGHAI INSTITUTE OF PHARMACEUTICAL INDUSTRY, CN, vol. 21, no. 2, 1 February 1990 (1990-02-01), CN , pages 77 - 78, XP093048248, ISSN: 1001-8255, DOI: 10.16522/j.cnki.cjph.1990.02.013
SAWAKI YASUHIKO, OGATA YOSHIRO: "Reactivities of acylperoxy radicals in the photoreaction of .alpha.-diketones and oxygen", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 49, no. 18, 1 September 1984 (1984-09-01), pages 3344 - 3349, XP093048249, ISSN: 0022-3263, DOI: 10.1021/jo00192a018
YI HONG, HU XIA, BIAN CHANGLIANG, LEI AIWEN: "Selective Oxidative Esterification from Two Different Alcohols via Photoredox Catalysis", CHEMSUSCHEM, WILEY-VCH, DE, vol. 10, no. 1, 10 January 2017 (2017-01-10), DE , pages 79 - 82, XP093048250, ISSN: 1864-5631, DOI: 10.1002/cssc.201601113
FANG SHU-QING, WU DONG-MEI;ZHAO GUO-YI;ZHANG YING-MEI : "OPTIMUM CONDITION OF GABRIEL SYNTHESIS OF 4-PHTHALIMIDOBUTYL ACETATE", CHINESE JOURNAL OF PHARMACEUTICALS, SHANGHAI YIYAO GONGYE YANJIUYUAN,SHANGHAI INSTITUTE OF PHARMACEUTICAL INDUSTRY, CN, vol. 21, no. 2, 1 February 1990 (1990-02-01), CN , pages 77 - 78, XP093048248, ISSN: 1001-8255, DOI: 10.16522/j.cnki.cjph.1990.02.013
SAWAKI YASUHIKO, OGATA YOSHIRO: "Reactivities of acylperoxy radicals in the photoreaction of .alpha.-diketones and oxygen", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 49, no. 18, 1 September 1984 (1984-09-01), pages 3344 - 3349, XP093048249, ISSN: 0022-3263, DOI: 10.1021/jo00192a018
YI HONG, HU XIA, BIAN CHANGLIANG, LEI AIWEN: "Selective Oxidative Esterification from Two Different Alcohols via Photoredox Catalysis", CHEMSUSCHEM, WILEY-VCH, DE, vol. 10, no. 1, 10 January 2017 (2017-01-10), DE , pages 79 - 82, XP093048250, ISSN: 1864-5631, DOI: 10.1002/cssc.201601113
Attorney, Agent or Firm:
SUZHOU CREATOR PATENT AND TRADEMARK AGENCY, LTD (CN)
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