A FACILE SYNTHESIS OF ORGANOFLUORINE COMPOUNDS USING A SEMI-MOLTEN MIXTURE OF TETRABUTYLAMMONIUM BROMIDE AND AN ALKALI-METAL FLUORIDE

被引：24

作者：

BHADURY, PS ^{[1
]}

PANDEY, M ^{[1
]}

JAISWAL, DK ^{[1
]}

机构：

[1] DEF RES & DEV ESTAB,DIV SYNTHET CHEM,GWALIOR 474002,INDIA

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1995年 / 73卷 / 02期

关键词：

SEMI-MOLTEN MIXTURE; TETRABUTYLAMMONIUM BROMIDE; ALKALI METAL FLUORIDES; ORGANOFLUORINE COMPOUNDS; NMR SPECTROSCOPY;

D O I：

10.1016/0022-1139(95)03226-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A semi-molten mixture of tetrabutylammonium bromide and an alkali metal fluoride (KF or CsF) has been found to be an efficient reagent system for the preparation of organofluorine compounds, e.g., CH3(CH2)(7)F, CH2=CH-CH2F, FCH2CO2C2H5, C6H5COF, and related compounds through facile fluoride-ion exchange with organohalides. The system provides a simple and convenient alternative to 'anhydrous' tetrabutylammonium fluoride for the synthesis of oragnofluorine compounds.

引用

页码：185 / 187

页数：3

共 14 条

[1] TETRABUTYLAMMONIUM BIFLUORIDE - A VERSATILE AND EFFICIENT FLUORINATING AGENT
BOSCH, P
CAMPS, F
CHAMORRO, E
GASOL, V
GUERRERO, A
[J]. TETRAHEDRON LETTERS, 1987, 28 (40) : 4733 - 4736
[2] ANHYDROUS TETRABUTYLAMMONIUM FLUORIDE - A MILD BUT HIGHLY EFFICIENT SOURCE OF NUCLEOPHILIC FLUORIDE-ION
COX, DP
TERPINSKI, J
LAWRYNOWICZ, W
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (17) : 3216 - 3219
[3] EFFICIENT AND CONVENIENT SYNTHESIS OF FLUOROFORMATES AND CARBAMOYL FLUORIDES
CUOMO, J
OLOFSON, RA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (06) : 1016 - 1017
[4] GERTENSBERGER MRC, 1981, ANGEW CHEM INT EDIT, V20, P647
[5] The nature of the alternating effect in carbon chains Part XXVIII The preparation and some properties of benzyl flouride
Ingold, CK
Ingold, EH
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1928, : 2249 - 2262
[6] DRAMATIC EFFECT OF THE SPECIFIC SOLVATION ON THE REACTIVITY OF QUATERNARY AMMONIUM FLUORIDES AND POLY(HYDROGEN FLUORIDES), (HF)-NORMAL.F-, IN MEDIA OF LOW POLARITY
LANDINI, D
MAIA, A
RAMPOLDI, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (02) : 328 - 332
[7] Mascaretti O. A., 1993, ALDRICHIM ACTA, V26, P47
[8] DIELS-ALDER REACTIONS WITH FLUORINE-CONTAINING OLEFINS
MCBEE, ET
HSU, CG
PIERCE, OR
ROBERTS, CW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (04) : 915 - 917
[9] SYNTHETIC METHODS AND REACTIONS .1. SELENIUM TETRAFLUORIDE AND ITS PYRIDINE COMPLEX - CONVENIENT FLUORINATING AGENTS FOR FLUORINATION KETONES, ALDEHYDES, AMIDES, ALCOHOLS, CARBOXYLIC-ACIDS, AND ANHYDRIDES
OLAH, GA
NOJIMA, M
KEREKES, I
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (03) : 925 - 927
[10] TOXIC FLUORINE COMPOUNDS CONTAINING THE C-F LINK .1. METHYL FLUOROACETATE AND RELATED COMPOUNDS
SAUNDERS, BC
STACEY, GJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1948, (NOV): : 1773 - 1779

← 1 2 →