A Convenient and "Greener" Synthesis of Methyl Nitroacetate

被引:4
|
作者
Johnson, Eric C. [1 ]
Guzman, Pablo E. [1 ]
Wingard, Leah A. [1 ]
Sabatini, Jesse J. [1 ]
Pesce-Rodriguez, Rose A. [2 ]
机构
[1] US Army, Energet Technol Branch, Res Lab, Aberdeen Proving Ground, MD 21005 USA
[2] US Army, Energet Mat Sci Branch, Res Lab, Aberdeen Proving Ground, MD 21005 USA
关键词
D O I
10.1021/acs.oprd.7b00093
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new procedure for the synthesis and isolation of methyl nitroacetate is described. The previously published method required drying the explosive dipotassium salt of nitroacetic acid in a vacuum desiccator, followed by grinding this material into a fine powder with a mortar and pestle prior to esterification. To obtain the desired product, benzene was employed as the extraction solvent, sodium sulfate was used as the drying agent, and two distillations were required. The new procedure eliminates drying and grinding of the explosive dipotassium salt, employs ethyl acetate or dichloromethane as the extraction solvent, eliminates the need for a drying agent, and requires a single distillation to furnish the end product in high yield and purity.
引用
收藏
页码:1088 / 1090
页数:3
相关论文
共 50 条
  • [31] CONVENIENT SYNTHESIS OF ALPHA-METHYL-ALPHA-AMINO ACIDS
    RAI, M
    SINGH, A
    KALSI, PS
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1979, 18 (03): : 273 - 274
  • [32] A convenient synthesis of 2-methyl-5-(methylthio)benzothiazole
    Lynch, DC
    Miller, JR
    Spawn, TD
    SYNTHETIC COMMUNICATIONS, 1997, 27 (05) : 897 - 905
  • [33] A convenient synthesis of free vinyl sulfoximines from methyl sulfoximines
    Hwang, KJ
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2000, 21 (01) : 125 - 127
  • [34] A CONVENIENT SYNTHESIS OF 1-METHYL-4-OXOPIPECOLIC ACID METHYL-ESTER
    ESSAWI, MY
    PORTOGHESE, PS
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1983, 20 (02) : 477 - 478
  • [35] A MILD AND CONVENIENT SYNTHESIS OF FUNCTIONALIZED METHYL TRIFLONES AND VINYL TRIFLONES
    MAHADEVAN, A
    FUCHS, PL
    TETRAHEDRON LETTERS, 1994, 35 (33) : 6025 - 6028
  • [36] Convenient multigram synthesis of (R)-homopipecolic acid methyl ester
    Breuning, M
    Steiner, M
    SYNTHESIS-STUTTGART, 2006, (08): : 1386 - 1389
  • [37] CONVENIENT SYNTHESIS OF METHYL-BIS[METHYLTHIO]SULFONIUM HEXACHLOROANTIMONATE
    WEISS, R
    SCHLIERF, C
    SYNTHESIS-STUTTGART, 1976, (05): : 323 - 324
  • [38] Convenient Synthesis of p-Aminobenzoic Acids and their Methyl Esters
    Pietrzak, Marek
    Jedrzejewska, Beata
    Madrzejewska, Dorota
    Bajorek, Agnieszka
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2017, 49 (01) : 45 - 52
  • [39] CONVENIENT SYNTHESIS OF METHYL 1-METHYL-2,4-DIBROMO-5-IMIDAZOLECARBOXYLATE
    OCONNELL, JF
    PARQUETTE, J
    YELLE, WE
    WANG, W
    RAPOPORT, H
    SYNTHESIS-STUTTGART, 1988, (10): : 767 - 771
  • [40] A Greener Alternative for the Synthesis of Methyl Pentenone Using Reusable Cation Exchange Resin
    Kamal, Sumit
    Mahajani, Sanjay
    INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2020, 59 (49) : 21312 - 21321