ChemicalBook CAS DataBase List 2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE

2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE synthesis

11synthesis methods

Product Name:2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE
CAS Number:88284-48-4
Molecular formula:C10H13F3O3SSi
Molecular Weight:298.35

358-23-6 Synthesis

358-23-6
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15288-53-6 Synthesis

15288-53-6
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2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE

88284-48-4
169 suppliers
$9.00/250mg

Yield:88284-48-4 64%

Reaction Conditions:

with pyridine in dichloromethane at -15 - -10;Inert atmosphere;Cooling with ethanol-dry ice;Large scale;

Steps:

3.1; 3.2; 3.3; 3.4; 3.5; 3.6; 3.7 3, the synthesis of compound IV

(1) Prepare 10L glass reactor, after Ar substitution, add 6L dichloromethane, 1kg compound III,Mix(2)With a dry ice - ethanol bath,The reaction solution was cooled to -10 to -15 ° C, 550 g of pyridine was added dropwise,Fever and accompanied by whiteSmoke(3) After the addition was completed, keeping the internal temperature below -10 ° C, dropping 1.8 kg of trifluoromethanesulfonic anhydride, with heat;(4) After the addition is completed, the reaction is ripened for 5 to 6 hours under the condition of T = -5 to 0 ° C;(5) sampling test, GC confirmed compound III disappears, the ice salt bath cooling the reaction solution to 0 ° C below, dropwise1.5L 1N dilute hydrochloric acid solution, quench the reaction, pay attention to heat;(6) After the dropwise addition, stirring, standing, layered, the lower organic layer followed by 2L saturated sodium bicarbonate solution, 2L saturatedBrine, dried over anhydrous magnesium sulfate 100g, filtered and the filtrate was concentrated under reduced pressure to give 1.5kg brown transparent liquid Compound IV;(7) 1.5 kg of crude compound IV was transferred into a 2-L distillation flask and distilled under reduced pressure. In the vacuum degree 1.0kpa conditions, the bath temperature 91 ~ 105 ,Boiling point 49 ~ 76 ,Before the collection of fraction F1 = 65g; bath temperature 108 ~ 110 ,The boiling point of 76 ~ 79 , collected fraction F2 = 1.32kg;Stop distillation, distillation flask residual liquid F2 = 85g; F2 GC purity of 98.7%.

References:

CN107325120,2017,A Location in patent:Paragraph 0039; 0040; 0041; 0042; 0043; 0044; 0045-0052

358-23-6 Synthesis

358-23-6
584 suppliers
$10.00/1g