Title:
レブリン酸からのガンマバレロラクトンの製造方法
Document Type and Number:
Japanese Patent JP2018507186
Kind Code:
A
Abstract:
本発明は、レブリン酸（ＬＡ）からのガンマバレロラクトン（ＧＶＬ）の製造方法であって、前記方法が、ａ）液相で水素と、金属および担体を含む固体触媒系とを含む水素化反応にＬＡをかけて、ＧＶＬ、ヒドロキシペンタン酸（４ＨＰＡ）、および水を含む第１反応混合物をもたらす工程と；ｂ）前記第１反応混合物から水を除去する工程と；ｃ）工程ｂ）において得られた混合物を、前記４−ＨＰＡをＧＶＬに転化するのに好適な条件下でのさらなる反応にかけて、さらなる反応混合物をもたらす工程とを含む方法に関する。工程ｂ）およびｃ）は統合することができる。任意選択的に、水を、さらなる反応混合物から除去することができる。本方法は、−任意選択的に少なくとも部分的に脱水された−さらなる反応混合物を工程（ｂ）にリサイクルして戻す工程を含んでもよい。これは、第１反応混合物が、レブリン酸が少ないか、またはレブリン酸を含むことさえない場合に特に有利である。あるいはまた、さらなる反応混合物または少なくとも部分的に脱水されたさらなる反応混合物は、蒸留工程にかけることができ、それによって留出物を集めてＧＶＬを回収することができる。【選択図】なし
Inventors:
Guito, Rudolph Phillips Maria
Valera Fernandez, Alejandro
Valera Fernandez, Alejandro
Application Number:
JP2017538356A
Publication Date:
March 15, 2018
Filing Date:
February 16, 2016
Export Citation:
Assignee:
DSM IP ASSETS B.V.
International Classes:
C07D307/33
Domestic Patent References:
| JP2013538060A | 2013-10-10 | |||
| JP2010527963A | 2010-08-19 | |||
| JP2014524905A | 2014-09-25 |
Foreign References:
| US2368366A | 1945-01-30 | |||
| US20140221195A1 | 2014-08-07 | |||
| CN103193736A | 2013-07-10 | |||
| US20130296579A1 | 2013-11-07 | |||
| WO2013090041A1 | 2013-06-20 |
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MANZER, LEO E.: "Catalytic synthesis of α-methylene-γ-valerolactone: a biomass-derived acrylic monomer", APPLIED CATALYSIS, A: GENERAL, vol. 272(1-2), JPN6019047776, 2004, pages 249 - 256, ISSN: 0004294232
MICHEL, CARINE; ZAFFRAN, JEREMIE; RUPPERT, AGNIESZKA M.; MATRAS-MICHALSKA, JOANNA; JEDRZEJCZYK, MARC: "Role of water in metal catalyst performance for ketone hydrogenation: a joint experimental and theor", CHEMICAL COMMUNICATIONS (CAMBRIDGE, UNITED KINGDOM), vol. 50(83), JPN6019047777, 2014, pages 12450 - 12453, ISSN: 0004294233
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RAMACHANDRAN, P. VEERARAGHAVAN; BROWN, HERBERT C.; PITRE, SANGEETA: "Efficient Intramolecular Asymmetric Reductions of α-, β-, andγ-Keto Acids with Diisopinocampheylb", ORGANIC LETTERS, vol. 3(1), JPN6019047783, 2001, pages 17 - 18, ISSN: 0004294236
BUI, LINH; LUO, HELEN; GUNTHER, WILLIAM R.; ROMAN-LESHKOV, YURIY: "Domino Reaction Catalyzed by Zeolites with Bronsted and Lewis Acid Sites for the Production of γ-Va", ANGEWANDTE CHEMIE, INTERNATIONAL EDITION, vol. 52(31), JPN6019047785, 2013, pages 8022 - 8025, ISSN: 0004294237
LUO, WENHAO; BRUIJNINCX, PIETER C. A.; WECKHUYSEN, BERT M.: "Selective, one-pot catalytic conversion of levulinic acid to pentanoic acid over Ru/H-ZSM5", JOURNAL OF CATALYSIS, vol. 320, JPN6019047786, 2014, pages 33 - 41, XP055243118, ISSN: 0004294238, DOI: 10.1016/j.jcat.2014.09.014
化学便覧応用化学編第６版, JPN6019047790, 30 January 2003 (2003-01-30), ISSN: 0004294239
化学便覧応用化学編第７版, JPN6019047792, 30 January 2014 (2014-01-30), pages 253 - 269, ISSN: 0004294240
RAMACHANDRAN, P. VEERARAGHAVAN; PITRE, SANGEETA; BROWN, HERBERT C.: "Selective Reductions. 59. Effective Intramolecular Asymmetric Reductions of α-, β-, and γ-Keto Ac", JOURNAL OF ORGANIC CHEMISTRY, vol. 67(15), JPN6019047773, 2002, pages 5315 - 5319, ISSN: 0004294230
AL-SHAAL, MOHAMMAD G.; WRIGHT, WILLIAM R. H.; PALKOVITS, REGINA: "Exploring the ruthenium catalyzed synthesis of γ-valerolactone in alcohols and utilization of mild", GREEN CHEMISTRY, vol. 14(5), JPN6019047774, 2012, pages 1260 - 1263, ISSN: 0004294231
MANZER, LEO E.: "Catalytic synthesis of α-methylene-γ-valerolactone: a biomass-derived acrylic monomer", APPLIED CATALYSIS, A: GENERAL, vol. 272(1-2), JPN6019047776, 2004, pages 249 - 256, ISSN: 0004294232
MICHEL, CARINE; ZAFFRAN, JEREMIE; RUPPERT, AGNIESZKA M.; MATRAS-MICHALSKA, JOANNA; JEDRZEJCZYK, MARC: "Role of water in metal catalyst performance for ketone hydrogenation: a joint experimental and theor", CHEMICAL COMMUNICATIONS (CAMBRIDGE, UNITED KINGDOM), vol. 50(83), JPN6019047777, 2014, pages 12450 - 12453, ISSN: 0004294233
SERRANO-RUIZ, JUAN CARLOS; WANG, DONG; DUMESIC, JAMES A.: "Catalytic upgrading of levulinic acid to 5-nonanone", GREEN CHEMISTRY, vol. 12(4), JPN6019047779, 2010, pages 574 - 577, ISSN: 0004294234
Attorney, Agent or Firm:
Ikeda adult
Yoshinori Shimizu
Junichiro Sakamaki
Yoshinori Shimizu
Junichiro Sakamaki