Ethanone,1-(4-bromophenyl)-2-[(4-methylphenyl)sulfonyl]- synthesis
- Product Name:Ethanone,1-(4-bromophenyl)-2-[(4-methylphenyl)sulfonyl]-
- CAS Number:31377-97-6
- Molecular formula:C15H13BrO3S
- Molecular Weight:353.23
Yield:31377-97-6 94%
Reaction Conditions:
Stage #1: 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one;toluene-4-sulfonic acid hydrazidewith dibenzoyl peroxide at 60; for 8 h;
Stage #2: with copper(l) iodide
Steps:
3.2 (2) Step 2:
The above N,N-(dimethylamino)-1-(4-bromophenyl)enamine (63.5 mg, 0.25 mmol),p-Toluenesulfonylhydrazide (232.5 mg, 1.25 mmol), and benzoyl peroxide (121 mg, 0.5 mmol) were added to the flask and reacted at 60 ° C for 8 hours.Cuprous iodide (2.4 mg, 0.0125 mmol) was added in three portions.For the first time, add 1/4 of the total catalyst amount at the beginning of the reaction, and add 1/2 of the total catalyst amount in the middle of the reaction for the second time.For the third time, 1/4 of the total catalyst amount was added in the middle and late stages of the reaction. After TLC detects the reaction,After the mixed solution is treated by the cation exchange membrane,Separation of 1-(4-bromophenyl)-2-p-toluenesulfonyl ketone (Compound 3) 83.0 mg by column chromatography (eluent: petroleum ether / ethyl acetate volume ratio 4:1) Rate 94%).
References:
CN108383763,2018,A Location in patent:Paragraph 0054; 0055; 0057
