A Facile, Sustainable One-Pot Synthesis of the Spiro-Dimers of α-Tocopheramine and Its N-Methyl Derivative

被引：0

作者：

Patel, Anjan ^{[1
]}

Rosenau, Thomas ^{[1
,2
]}

机构：

[1] Univ Nat Resources & Life Sci, Inst Chem Renewable Resources, Dept Chem, Vienna BOKU, Konrad Lorenz Str 24, A-3430 Tulln, Austria

[2] Abo Akad Univ, Fac Sci & Engn, Lab Nat Mat Technol, Porthansgatan 3, FI-20500 Turku, Turku, Finland

来源：

MOLECULES | 2025年 / 30卷 / 06期

关键词：

cellulose; fiber spinning; chromophore; oxidation; spiro-dimerization; tocopheramine; VITAMIN-E ACTIVITY; E ANALOGS; STABILIZATION; CHEMISTRY;

D O I：

10.3390/molecules30061269

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

alpha-Tocopheramine and N-methyl-alpha-tocopheramine are used as stabilizers in the spinning of cellulosic fibers from solutions in 1,3-dialkylimidazolium ionic liquids. Upon aging, they form chromophoric degradation products, among which the spiro-dimers are major components. These compounds have proved to be otherwise inaccessible so far, although they are urgently needed as chromatographic standards in spinning baths and fiber analysis. In this work, the spiro-dimers of alpha-tocopheramine and N-methyl-alpha-tocopheramine have been synthesized. Extensive optimization of reaction conditions, solvents and oxidants resulted in a sustainable one-pot protocol that provided quantitative yields without the need for product purification and with the easy recycling of the solvent.

引用

页数：10

共 50 条

[31] Facile one-pot green synthesis of magnetic separation photocatalyst-adsorbent and its application
Cheng, Song
Zhao, Saidan
Xing, Baolin
Shi, Changliang
Meng, Weibo
Zhang, Chuanxiang
Bo, Zhang
JOURNAL OF WATER PROCESS ENGINEERING, 2022, 47
[32] One-pot synthesis of ketones using N-methoxy-N-methyl-2-pyridyl urethane
Lee, NR
Lee, JI
SYNTHETIC COMMUNICATIONS, 1999, 29 (08) : 1249 - 1255
[33] Simple and selective one-pot replacement of the N-methyl group of tertiary amines by quaternization and demethylation with sodium sulfide or potassium thioacetate:: an application to the synthesis of pergolide
Anastasia, L
Cighetti, G
Allevi, P
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, Royal Society of Chemistry (19): : 2398 - 2403
[34] Iodine catalyzed one-pot synthesis of highly substituted N-methyl pyrroles via [3+2] annulation and their in vitro evaluation as antibacterial agents
Balachandra, Biguvu
Shanmugam, Sivakumar
Muneeswaran, Thillaichidambaram
Ramakritinan, Muthiah
RSC ADVANCES, 2015, 5 (79) : 64781 - 64789
[35] One-pot hydrothermal synthesis of zeolite/sodium tantalate composite and its photodegradation of methyl orange
Gu, Xiaoli
Lu, Haiqiang
Kan, Chun
Yao, Jianfeng
MATERIALS RESEARCH BULLETIN, 2015, 68 : 185 - 188
[36] A FACILE ONE-POT SYNTHESIS OF N-SUBSTITUTED PHTHALIMIDES USING A CATALYTIC AMOUNT OF CROWN ETHER
SOAI, K
OOKAWA, A
KATO, K
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (05) : 1671 - 1672
[37] A facile one-pot synthesis of functionalized N-hydroxypyrrole mediated by vinyl-triphenylphosphonium salt
Yavari, I
Asghari, S
Samadi-Zadeh, M
IRANIAN JOURNAL OF CHEMISTRY & CHEMICAL ENGINEERING-INTERNATIONAL ENGLISH EDITION, 1998, 17 (01): : 38 - 41
[38] Facile one-pot synthesis of hierarchical N-doped porous carbon for efficient ibuprofen removal
Lei, Xiaoqing
Huang, Lijin
Liu, Ke
Ouyang, Lei
Shuai, Qin
Hu, Shenghong
JOURNAL OF COLLOID AND INTERFACE SCIENCE, 2021, 604 : 823 - 831
[39] A facile one-pot synthesis of the very useful building blocks N-Boc-S-alkylatedcysteines
Cundari, S
Dalpozzo, R
De Nino, A
Procopio, A
Sindona, G
Athanassopulos, K
TETRAHEDRON, 1999, 55 (33) : 10155 - 10162
[40] A novel and facile synthesis of N-cyclohexyl-benzofurans by one-pot three-component reaction
Bita Baghernejad
Majid M. Heravi
Hossein A. Oskooie
Nargess Poormohammad
Maliheh Khorshidi
Yahia Sh. Beheshtiha
Molecular Diversity, 2011, 15 : 245 - 248

← 1 2 3 4 5 →