Trifluoroacetic acid → 1-[(2-Methoxyethoxy)methyl]cyclopropanesulfonamide

HRID 522352Notes

Reaction equation

HRID 522352 reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][O:9][CH2:10][CH2:11][O:12][CH2:13][C:14]1([S:17]([NH:20]C(=O)OC(C)(C)C)(=[O:19])=[O:18])[CH2:16][CH2:15]1>ClCCl>[CH3:8][O:9][CH2:10][CH2:11][O:12][CH2:13][C:14]1([S:17]([NH2:20])(=[O:19])=[O:18])[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89590808HCID 89590808, compound

Product 1

HCID 895818841-[(2-Methoxyethoxy)methyl]cyclopropanesulfonamideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (5 ml) was added to the solution of the product of Step 1 (0.63 g) in dichloromethane (5 ml) at 0° C. The reaction was allowed to warm to room temperature and was stirred for 1.5 hour. The solvent was removed under reduced pressure to give the desired product (0.426 g) as a light brown oil. 1H NMR (400 MHz, CDCl3): δ (ppm) 6.80-6.21 (m, 2H), 3.75 (s, 2H), 3.66-3.64 (m, 2H), 3.56-3.53 (m, 2H), 3.36 (s, 3H), 1.42-1.39 (m, 2H), 0.91-0.89 (m, 2H)

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-f9bb025b23114990a182f668de8ab3e7
Source dataset
uspto-grants-2016_05
Patent number
US09328138B2

Reaction notes

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