ISOBUTYL P-TOLUENESULFONATE synthesis
- Product Name:ISOBUTYL P-TOLUENESULFONATE
- CAS Number:4873-56-7
- Molecular formula:C11H16O3S
- Molecular Weight:228.31
Yield:4873-56-7 100%
Reaction Conditions:
with tetrabutylammomium bromide;sodium hydroxide in water;toluene at 40 - 50; for 1 h;
Steps:
9; 14 Example 9 Synthesis of isobutyl 4-methylbenzenesulfonate, namely 152H1-Ts
Add 900 g of toluene to the reaction flask, 240 g (3.238 mol) of isobutanol, 630 g (3.305 mol) of p-toluenesulfonyl chloride, and 30 g (93.06 mmol) of tetrabutylammonium bromide; heat to 40-45 ° C; Control the temperature not more than 50 , add a solution of 150g (3.750mol) sodium hydroxide and 450g of water dropwise. After the dropwise addition, keep the temperature at 40 50 and stir for about 30min; TLC monitors the reaction. With the acid chloride remaining, about 5-8 g of isobutanol was added to the reaction system, and the reaction was continued for about 30 minutes, so that the remaining p-toluenesulfonyl chloride was basically completed. After the reaction is completed, cool to room temperature, and let stand and separate. The aqueous phase is extracted once with 200 g of toluene. The organic phases are combined, and the organic phase is washed once with 300 g of water; dried by adding anhydrous sodium sulfate; filtered, and the filter residue is rinsed with toluene and collected All the filtrates were combined and the dry solvent was concentrated under reduced pressure to give a residue of about 750 g of 152H1-Ts (theoretical amount: 739.3 g). The yield is calculated as 100%. GC detection, after subtracting the peaks of toluene and p-toluenesulfonic acid, the purity was about 98.8%, and isobutanol remained at 1.05%. HPLC detection, after subtracting the peaks of toluene and p-toluenesulfonic acid, the purity was about 99.8%.
References:
CN110790720,2020,A Location in patent:Paragraph 0094-0097; 0122-0124
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