Ethyl 7-bromo-2,2-dimethylheptanoate Chemical Properties

Boiling point:

106-108 °C(Press: 0.01 Torr)

Density 

1.169±0.06 g/cm3(Predicted)

vapor pressure 

0.0±0.6 mmHg at 25°C

refractive index 

1.463

Flash point:

146.4±13.0 °C

storage temp. 

Store at room temperature

Appearance

Colorless to light yellow Liquid

InChI

InChI=1S/C11H21BrO2/c1-4-14-10(13)11(2,3)8-6-5-7-9-12/h4-9H2,1-3H3

InChIKey

SYRIIFZUZOIRNU-UHFFFAOYSA-N

SMILES

C(OCC)(=O)C(C)(C)CCCCCBr

LogP

3.92

Safety Information

RIDADR 

UN2810

HazardClass 

6.1

HS Code 

2915907098

Ethyl 7-bromo-2,2-dimethylheptanoate Usage And Synthesis

Description

Ethyl 7-bromo-2,2-dimethylheptanoate is an important raw material in the synthesis route of bepetidic acid. Bempedoic acid, whose chemical name is 8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid, also known as ETC-1002, is a new type of lipid developed by the American EsperionTherapeutic company Quality regulation small molecule drugs. As one of the company's main drug candidates, its targets are liver adenosine triphosphate-citrate lyase (ACL) and adenosine monophosphate-activated protein kinase (AMPK).

Uses

Ethyl-2,2-dimethyl-7-bromoheptanoate can be used as an intermediate in organic synthesis, mainly used in laboratory research and development and chemical production processes.

Synthesis

Ethyl 7-bromo-2,2-dimethylheptanoate is obtained from ethyl isobutyrate and 1,5-dibromopentane as starting materials, undergoing a reaction with lithium diisopropylamide (LDA) at low temperatures.

Synthesis

The specific embodiment of the present invention is as follows: prepare 19.4g (167mmol) of ethyl isobutyrate in 216mL solution of tetrahydrofuran with a mass concentration of 10%, connect to metering pump 1; prepare 84mL (168mmol) of 2.0M n-butyllithium solution, connect to meter Pump 2; configure 1,5-dibromopentane 80.0g (348mmol) tetrahydrofuran 100mL solution, mass concentration is 63%, connected to metering pump 3.Configure 300mL of 1N hydrochloric acid solution and connect to metering pump 4.Set continuous flow precooler 1, the circulating temperature is 0, and reach stability; set continuous flow precooler 2, the circulating temperature is 0, and reach stability; set continuous flow precooler 3, and the circulating temperature is 0, and reach stability; set continuous flow precooler 4, cycle temperature is 0, and reach stability;Set the flow rate of metering pump 1 to 65.0ml/min, set the flow rate of metering pump 2 to 25.0ml/min, set the flow rate of metering pump 3 to 30.0ml/min, and set the flow rate of metering pump 4 to 90.0ml/min.Turn on the metering pump 1 and metering pump 2 at the same time. After 60s of operation, turn on the metering pump 3, and after 60s of operation, turn on the metering pump 4 to collect the outflowing reaction liquid in the storage tank.After the operation is completed, separate the liquids, collect the upper organic phase, concentrate under reduced pressure at P=-0.08MPa, T=45C to remove low-boiling solvents, and then rectify under reduced pressure at P=5mmHg and T=70C to obtain 38.4 g.The obtained product is a colorless liquid with a GC purity of 98.6% and a yield of 87%.

Ethyl 7-bromo-2,2-dimethylheptanoate(123469-92-1)Related Product Information

• DL-Ethyl 2-bromobutyrate
• Heptanoic acid
• Ethyl 4-bromobenzoate
• Ethyl 2-bromoisobutyrate
• Ethyl Hexanoate
• ETHYL STEARATE