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ChemicalBook CAS DataBase List Methanesulfonic acid, trifluoro-, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl ester

Methanesulfonic acid, trifluoro-, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl ester synthesis

2synthesis methods
3891-07-4 Synthesis
N-Hydroxyethylphthalimide

3891-07-4
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Methanesulfinic acid, 1,1,1-trifluoro-, 1,1'-anhydride

1025373-45-8
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Methanesulfonic acid, trifluoro-, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl ester

127175-39-7
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Yield:127175-39-7 92%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in dichloromethane at 5 - 20; for 1 h;

Steps:

1

To a solution of 2-(2-hydroxyethyl)isoindoline-1,3-dione (10 mmol, 1.91 g) and DIPEA (10 mmol, 1.29 g) in CH2Cl2, trifluoromethanesulfonic anhydride (1.15 eq, 3.25 g) dropwise were added at 5° C.
The mixture was stirred at room temperature for 1 h.
After this time, the mixture was washed with 5% aqueous solution of NaHCO3 and water.
Layers were separated, the organic one dried over Na2SO4 and evaporated in vacuo to yield 2-(1,3-dioxoisoindolin-2-yl)ethyl trifluoromethanesulfonate as yellow oil (2.94 g, 92%). MS: m/z=324 [M+H]+.

References:

US10689360,2020,B1 Location in patent:Page/Page column 48-49