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ChemicalBook CAS DataBase List Atropic acid
492-38-6

Atropic acid synthesis

14synthesis methods
Atropic Acid synthesis: Tropic acid forms benzoic acid on oxidation with hot KMnO4. Tropic acid also reacts with HBr to form C9H9O2Br, C9H9O2Br reacts with alcoholic KOH to give atropic acid, C9H8O2. On catalytic hydrogenation, atropic acid forms hydratropic acid, C9H10O2.
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Yield:492-38-6 82%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium(0);phenylsilane;2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl;triethylamine in N,N-dimethyl-formamide at 80; under 15001.5 Torr; for 12 h;Autoclave;

Steps:

1 Example 1
In the autoclave, Add 0.6 millimoles of phenylacetylene, 0.009 mmol tetrakis (triphenylphosphine)palladium 0.009 mmol 2,2'-bis(diphenylphosphino)-1,1'-binaphthalene, 0.6 millimoles of triethylamine, 0.78 millimoles of phenylsilane and 3 milliliters of N,N-dimethylformamide, Pass 2 MPa carbon dioxide gas, Stir and react for 12 hours at 80 °C, Stop heating and stirring, cool to room temperature, and slowly vent unreacted CO2. The reaction solution was acidified with 3 ml of 2M hydrochloric acid, Wash with water, extract with ethyl acetate, combine the organic phases, use anhydrous magnesium sulfate to dry, filter, remove the solvent by rotary evaporation under reduced pressure, and then separate and purify by column chromatography. get the target product, the column chromatography eluent used is a mixture of petroleum ether: ethyl acetate with a volume ratio of 2:1. the yield was 82percent.

References:

South China University of Technology;Jiang Huanfeng;Xiong Wenfang;Qi Chaorong;Cheng Ruixiang;Wang Lu;Wu Wanqing CN111039773, 2020, A Location in patent:Paragraph 0039-0045

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