Category: 868-72-4

Related Products of 868-72-4,Some common heterocyclic compound, 868-72-4, name is Dimethyl 2,5-dibromohexanedioate, molecular formula is C8H12Br2O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred solution of dimethyl 2, 5-dibromohexanedioate (SM) (20 g, 60.2 mmol) in THF (80 mL) was added methylamine (2M solution in THF) (90 mL, 180.7 mmol) slowly at 0 C under nitrogen atmosphere and then stirred for 30 min. The reaction mixture was allowed to RT and continued stirring for 16 h. After consumption of the starting material (by TLC), reaction mixture was filtered and the filtrate was evaporated under reduced pressure. Obtained crude mixture was purified by column chromatography by eluting 20% EtOAC/n-hexane to afford compound 1 (8 g, 60 %) as pure syrup. ^-NMR: (500 MHz, CDC13): delta 3.76 (s, 6H), 3.23 (br s, 2H), 2.56 (s, 3H), 2.19-2.08 (m, 4H). LCMS (m/z): 202.1 [M++l].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl 2,5-dibromohexanedioate, its application will become more common.

Reference:
Patent; APTINYX INC.; KHAN, Amin, M.; (197 pag.)WO2018/26792; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 868-72-4, name is Dimethyl 2,5-dibromohexanedioate, A new synthetic method of this compound is introduced below., Application In Synthesis of Dimethyl 2,5-dibromohexanedioate

To a solution of dimethyl 2,5-dibromohexanedioate (SM-1) (100 g, 0.301 mol) in toluene and water (400 mL, 3:1) were added K2CO3 (49.88 g, 0.361 mol) and benzylamine (32.23 g, 0.301 mol). The reaction mixture was heated to 80 C under nitrogen atmosphere and stirred for 16 h. After completion of the reaction, the reaction mixture was cooled to room temperature and added EtOAc (200 mL). After stirring for 10 minutes, the organic layer was separated and washed with brine. The organic layer was dried over anhydrous Na SCL and concentrated under reduced pressure. The residue was purified by column chromatography eluting with 20% EtOAc/n-hexane to afford meso compound 1 (48 g, 57%) as a brown thick liquid along with 13 g of racemic compound. (0311) 7.19 (m, 5H), 3.83 (s, 2H), 3.48 (s, 6H), 3.42-3.36 (m, 2H), 2.09-1.98 (m, 2H), 1.94-1.83 (m, 2H). (0312) LCMS (ESI): m/z 277.9 [M++l]

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; APTINYX INC.; KHAN, M., Amin; (110 pag.)WO2019/152681; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

868-72-4,Some common heterocyclic compound, 868-72-4, name is Dimethyl 2,5-dibromohexanedioate, molecular formula is C8H12Br2O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirring solution of dimethyl 2,5-dibromohexanedioate (SM) (50 g, 0.15 mol) in toluene:water (150 mL, 2: 1) were added benzyl amine (16 mL, 0.15 mol) and K2CO3 (24 g, 0.18 mol) at room temperature. The reaction mixture was heated to reflux at 110 C and stirred for 4 h. After consumption of the starting material (by TLC), reaction mixture was cooled to room temperature and extracted with diethyl ether (2 x 50 mL). Separated organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain compound 1- mixture (39 g, 93%) as liquid. This material was purified by silica gel column chromatography eluting with 20% EtOAc/n-hexane to afford compound 1-Fl (10 g), compound 1-F2 (13 g) and compound 1-Fl and F2 as a mixture (16 g) as liquid. H NMR (500MHz, CDC13): delta 7.32-7.17 (m, 5H), 3.89 (s, 2H), 3.55 (s, 6H), 3.45-3.38 (m, 2H), 2.08- 1.99 (m, 4H). LCMS (m/z): 278.2 [M++l].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl 2,5-dibromohexanedioate, its application will become more common.

Reference:
Patent; APTINYX INC.; KHAN, Amin, M.; (197 pag.)WO2018/26792; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

868-72-4, A common compound: 868-72-4, name is Dimethyl 2,5-dibromohexanedioate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Dimethyl 2,5-dibromoadipate (437 g) was added to DMF (4 L).Then, cesium carbonate (1 Kg) was slowly added thereto and heated to 120 C, and stirred for 36 hours.After the reaction is over, cool,Pour the reaction solution into 2L of ice water.Extraction with ethyl acetate (800 ml X3).The extracts were also combined, washed, dried and concentrated to give a crude material.Further recrystallization from n-hexane to obtainDimethyl 1,2-cyclobutanedicarboxylate(94g, yield 42%),

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Dimethyl 2,5-dibromohexanedioate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Kaipu Chemical Co., Ltd.; Tan Xianghui; Luo Linfeng; Sun Yanping; Jia Junjian; Zhou Chen; (6 pag.)CN108658762; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics