Indium(III) trifluoromethanesulfonate → HCID 16639419, compound

HRID 2363999Notes

Reaction equation

HRID 2363999 reaction equation
O1[C:5]2([CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:12])[CH2:7][CH2:6]2)[O:4]CC1.FC(F)(F)S([O-])(=O)=O.[In+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O>CC(C)=O>[O:4]=[C:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:12])[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 2734680Indium(III) trifluoromethanesulfonateHCID 3828237HCID 3828237, compound

Product 1

HCID 16639419HCID 16639419, compoundYield 58.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
100 °C

Procedure

To a stirred solution of phenyl 1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate (0.500 g, 2.50 mmol) in acetone (20 mL) was added indium(III) trifluoromethanesulfonate (0.014 g, 0.025 mmol). The reaction was heated at 100° C. for 20 min. Then, the reaction was allowed to cool to room temperature overnight. The mixture was then concentrated, and the obtained residue was chromatographed (silica gel, hexanes to 40:60 hexanes/ethyl acetate) to give the title compound (0.322 g, 58%) as a white solid:

Workup

  1. temperatureto cool to room temperature overnight
  2. concentrationThe mixture was then concentrated
  3. customthe obtained residue was chromatographed (silica gel, hexanes to 40:60 hexanes/ethyl acetate)

Sources & evidence

ORD record
ord-35a681e0aba94ca8bf68984e1a81f118
Source dataset
uspto-grants-2014_04
Patent number
US08691828B2

Reaction notes

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