ChemicalBook CAS DataBase List 5-Chloro-1-indanone

5-Chloro-1-indanone synthesis

11synthesis methods

Product Name:5-Chloro-1-indanone
CAS Number:42348-86-7
Molecular formula:C9H7ClO
Molecular Weight:166.6

3-chlorobenzaldehyde as raw material first reacts with propionic acid to prepare 3-chloro-phenylpropionic acid, which is then subjected to Friedel-Crafts acylation reaction to prepare 5-chloro-1-indanone. Organic solvents of formic acid diethylamine participate in the first step, and the reaction temperature is 20-150℃. An organic solvent of methylene chloride and a catalyst of zinc chloride participate in the second step, and the reaction temperature is -10 to 80 ℃.
Synthetic method of 5-chloro-1-indanone

7448-87-5 Synthesis

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Yield:42348-86-7 95.1%

Reaction Conditions:

with hydrogenchloride in toluene at -5 - 10; under 1500.15 - 1875.19 Torr; for 4 h;Temperature;Solvent;

Steps:

1-4 Example 2

(1) Weigh 175.2 g (1.0 mol) of 1-(4-chlorophenyl)-2-propene-1-one with a purity of 95% and 400 g of toluene, place them in a high-pressure reaction flask, and stir to dissolve them. (2) Put the reaction flask in a low-temperature tank and stir and cool down. When the temperature in the reaction flask drops to -50, start to pass hydrogen chloride gas slowly, set the aeration rate to 0.1L/min, and increase the system temperature and keep it at 510 Through hydrogen chloride reaction. (3) The temperature of the system no longer increased after 2 hours of aeration reaction. A sample was taken to detect the residual 15.4% of 1-(4-chlorophenyl)-2-propene-1-one. Close the tail gas vent valve of the reaction flask and continue to pass hydrogen chloride gas. When the pressure of the high-pressure reaction flask reaches 0.2-0.25MPa, close the hydrogen chloride vent valve, and continue the heat preservation reaction at 0-5°C for 2 hours. (4) Take a sample to detect the residual 0.3% of 1-(4-chlorophenyl)-2-propene-1-one, and the reaction ends. The pH of the system was adjusted to 7-8 with 5% sodium hydroxide solution and stirred for 0.5 h, filtered and dried to obtain 160.9 g of white solid 5-chloro-1-indanone, with a purity of 98.4% by HPLC and a yield of 95.1%.

References:

CN113087609,2021,A Location in patent:Paragraph 0025-0044