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ChemicalBook CAS DataBase List Dodecanedioic acid, Mono(1,1-diMethylethyl) ester
234081-98-2

Dodecanedioic acid, Mono(1,1-diMethylethyl) ester synthesis

2synthesis methods
Dodecanedioic acid

693-23-2

tert-Butanol

75-65-0

Dodecanedioic acid, 
Mono(1,1-diMethylethyl) ester

234081-98-2

Mono-tert-butyl dodecanedioate (32) was synthesized as follows: dodecanedioic acid (31, 15 g, 65 mmol), tert-butanol (64 mL, 650 mmol), and catalytic amount of DMAP were dissolved in THF (80 mL) at 0 °C. Subsequently, a solution of DCC (16 g, 78 mmol) in THF (20 mL) was slowly added. After the addition was completed, the reaction mixture was gradually warmed to room temperature and stirred continuously for 24 hours. Upon completion of the reaction, the insoluble DCU by-products were removed by filtration. The filtrate was concentrated and purified by column chromatography (elution gradient: 20% EtOAc/hexane to 40% EtOAc/hexane) to afford a colorless solid product (9 g, 50% yield). The characterization data of the product were consistent with the expected chemical structure and molecular formula.

-

Yield: 95.3%

Reaction Conditions:

with graphene-ferric oxide composite nanomaterial in dichloromethane for 4 h;Cooling with ice;Solvent;Reagent/catalyst;

Steps:

3-6; 11 Example 3
The solution of dodecyl diacid (1 mmol) and 1 mmol of isobutylene in isopropyl ether was dissolved in dichloromethane, and 5 mg of product A was added under ice salt bath. After stirring for 4 hours, the product A was recovered by magnetic separation. The reaction solution was concentrated to obtain mono-tert-butyl dodecyl dicarboxylate (273 mg, yield: 95.3%, purity: 90.5%).

References:

Yangzhou Industry Polytechnic College;Chen Kequan;Luo Zhichen;Yue Jinfang;Wang Xueyuan;Du Bin;Yin Fan CN109111361, 2019, A Location in patent:Paragraph 0037-0046; 0059-0060

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