Trifluoroacetic acid → N-(2-methoxyethylaminosulfonyloxy)succinimide

HRID 1063906Notes

Reaction equation

HRID 1063906 reaction equation
C(OC([N:8]([S:13]([O:16][N:17]1[C:21](=[O:22])[CH2:20][CH2:19][C:18]1=[O:23])(=[O:15])=[O:14])[CH2:9][CH2:10][O:11][CH3:12])=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:12][O:11][CH2:10][CH2:9][NH:8][S:13]([O:16][N:17]1[C:18](=[O:23])[CH2:19][CH2:20][C:21]1=[O:22])(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22276584HCID 22276584, compound

Product 1

HCID 22277015N-(2-methoxyethylaminosulfonyloxy)succinimideYield 104.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of N-(N-t-butoxycarbonyl-N-(2-methoxyethyl)aminosulfonyloxy)succinimide (200 mg) in dichloromethane (2 ml) was added trifluoroacetic acid (2 ml) under ice-water cooling and the mixture was stirred at 0° C. for 2 hours. The solution was evaporated in vacuo to give N-(2-methoxyethylaminosulfonyloxy)succinimide as a colorless amorphous powder (149 mg).

Workup

  1. customThe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-081733abc55e4e73886067c46921f02e
Source dataset
uspto-grants-2005_11
Patent number
US06967197B2

Reaction notes

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