ChemicalBook CAS DataBase List 2,2,3,3-TETRAMETHYLSUCCINIC ACID, 97

2,2,3,3-TETRAMETHYLSUCCINIC ACID, 97 synthesis

12synthesis methods

Product Name:2,2,3,3-TETRAMETHYLSUCCINIC ACID, 97
CAS Number:630-51-3
Molecular formula:C8H14O4
Molecular Weight:174.19

79-31-2
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$18.00/25mL

630-51-3
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$160.00/0.500g

2052-01-9 Synthesis

2052-01-9
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$10.00/1g

Yield:630-51-3 66% ，2052-01-9 15%

Reaction Conditions:

Stage #1: isobutyric Acidwith lithium diisopropyl amide in tetrahydrofuran at 0 - 40;Inert atmosphere;
Stage #2: with N,N-diethyl-N-bromoamine in tetrahydrofuran at 20 - 25; for 2 h;Inert atmosphere;

Steps:

Interaction of carboxylic acids with N,N-diethyl-N-haloamines

General procedure: A solution of 0.005 mol of carboxylic acid 1 in 20 mL of anhydrous THF was added atstirring to a solution of 0.01 mol of LDA in 30 mL of anhydrous THF cooled to 0-5° under argon atmosphere.The reaction mixture was warmed to 35-40°and stirred during 30-40 min. Then the mixture wascooled to 20-25°, and a solution of 0.005 mol ofN,N-diethyl-N-haloamine 3 in 20 mL of anhydrousTHF was added. The obtained mixture was stirredduring 2 h, and then 30 mL of distilled water was of HCl till pH 1, and the reaction products were extracted with diethyl ether (3×30 mL). Combinedextracts were dried over Na2SO4 and concentrated.After ether elimination, mixtures of dicarboxylic 8a-8c and α-halocarboxylic 9a-9f acids were obtained. Spectral parameters (1 and 13 NMR) of the products coincided with the reference data [2, 3].

References:

Zorin;Zainashev;Zorin [Russian Journal of General Chemistry,2016,vol. 86,# 11,p. 2469 - 2472][Zh. Obshch. Khim.,2016,vol. 86,# 11,p. 1826 - 1829,4]

79-31-2
426 suppliers
$18.00/25mL

630-51-3
29 suppliers
$160.00/0.500g

References

79-31-2
426 suppliers
$18.00/25mL

630-51-3
29 suppliers
$160.00/0.500g