ChemicalBook CAS DataBase List 3-(4-Chlorophenyl)glutaric acid

3-(4-Chlorophenyl)glutaric acid synthesis

8synthesis methods

Product Name:3-(4-Chlorophenyl)glutaric acid
CAS Number:35271-74-0
Molecular formula:C11H11ClO4
Molecular Weight:242.66

Butanoic acid, 2-[(4-chlorophenyl)methylene]-3-oxo-, ethyl ester

19411-80-4

35271-74-0

The general procedure for the synthesis of 3-(4-chlorophenyl)glutaric acid using baclofen impurity 9 as starting material: the intermediate Π was dissolved in 420 mL of a 30 N aqueous solution of potassium hydroxide and the reaction was stirred for 2 hr at 85-90 °C. The reaction process was monitored by thin layer chromatography (TLC) and the unfolding agent was a mixture of ethyl acetate and petroleum ether (2:3, v/v). After completion of the reaction, the reaction mixture was cooled to room temperature and 400 mL of dichloromethane and 500 mL of deionized water were added sequentially. After stirring for 20 min, the organic and aqueous layers were separated and the organic layer was discarded. The aqueous layer was acidified to pH 1-2 with 6 M hydrochloric acid and the precipitated solid was subsequently filtered. The solid was washed with deionized water and dried under vacuum at 55-60°C for 5 h to give 157 g of white solid intermediate in 86.4% yield. The melting point of the intermediate was 166.5~167.3 °C.

141-97-9 Synthesis

141-97-9
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$5.00/25g

104-88-1 Synthesis

104-88-1
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$5.00/25g

35271-74-0
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$22.00/25g

Yield:35271-74-0 95.8%

Reaction Conditions:

with potassium hydroxide in ethanol at 25; for 6 h;Temperature;Solvent;

Steps:

1; 2; 3; 4; 5; 6; 7; 8 (1) Synthesis of crude 3-(4-chlorophenyl)glutaric acid:

Raw material intermediate a 720g, raw material intermediate b 1600g, ethanol 2.8L, potassium hydroxide 100g, 25 degree reaction for 6h were added to the three-necked flask. The system was suction filtered to give crude 3-(4-chlorophenyl) glutaric acid, purity (HPLC) 96.1%.(2) Purification of crude 3-(4-chlorophenyl)glutaric acid:The crude 3-(4-chlorophenyl)glutaric acid (600g) was added to 1.2kg of methyl isobutyl ketone, heated to 60 ° C to dissolve the solid, cooled to 10 ° C for 2 h, suction filtered, 50 ° decompression The purified white crystal product was 575 g, the yield was 95.8%, the purity (HPLC) was 99.9%, and the maximum single impurity was 0.02%.

References:

CN109053425,2018,A Location in patent:Paragraph 0034-0081