Method for preparing ketones by hydrolysis of alkynes catalyzed by silver perfluorooctane sulfonate
A technology of silver perfluorooctane sulfonate and perfluorooctane sulfonic acid, which is applied in the field of catalysis to achieve the effect of simple product separation, good selectivity and good yield
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preparation example 1
[0019] Add 0.05 mmol perfluorooctane sulfonate silver hydrate (AgOSO 2 C 8 f 17 ·H 2 O), 0.01mmol perfluorooctane sulfonic acid (HOSO 2 C 8 f 17 ) and 3.0mLH 2 O, 1mmol phenylacetylene (R 1 = Ph, R 2 =H) Then the flask was placed in an oil bath reactor with magnetic stirring, and the reaction was carried out at 100° C. for 12 hours. After the reaction was completed, 5ml of n-hexane was added for extraction and separation, the catalyst water in the lower layer was repeatedly catalytically utilized, and the upper layer liquid was subjected to column chromatography to obtain the product acetophenone. The result of the reaction is: the yield of acetophenone is 83%. After the catalyst system can be reused 5 times, its catalytic performance is slightly reduced, and the yield is 70%.
preparation example 2
[0021] Add 0.05 mmol perfluorooctane sulfonate silver hydrate (AgOSO 2 C 8 f 17 ·H 2 O), 0.02mmol perfluorooctane sulfonic acid (HOSO 2 C 8 f 17 ) and 3.0mLH 2 O, 1mmol phenylacetylene (R 1 = Ph, R 2 =H) Then the flask was placed in an oil bath reactor with magnetic stirring, and the reaction was carried out at 100° C. for 12 hours. After the reaction was completed, 5ml of n-hexane was added for extraction and separation, the catalyst water in the lower layer was repeatedly catalytically utilized, and the upper layer liquid was subjected to column chromatography to obtain the product acetophenone. The reaction results are: the yield of acetophenone is 94%, and the selectivity is greater than 95%. After the catalyst system can be reused five times, its catalytic performance is slightly reduced, and the yield is 83%.
preparation example 3
[0023] Add 0.1 mmol perfluorooctane sulfonate silver hydrate (AgOSO 2 C 8 f 17 ·H 2 O), 0.02mmol perfluorooctane sulfonic acid (HOSO 2 C 8 f 17 ) and 3.0mLH 2 O, 1mmol phenylacetylene (R 1 = Ph, R2 =H) Then the flask was placed in an oil bath reactor with magnetic stirring, and the reaction was carried out at 100° C. for 12 hours. After the reaction was completed, 5ml of n-hexane was added for extraction and separation, the catalyst water in the lower layer was repeatedly catalytically utilized, and the upper layer liquid was subjected to column chromatography to obtain the product acetophenone. The result of the reaction is: the yield of acetophenone is 94%. After the catalyst system can be reused 5 times, its catalytic performance is slightly reduced, and the yield is 86%.
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