Water → HCID 18319632, compound

HRID 1699398Notes

Reaction equation

HRID 1699398 reaction equation
S([O-])(O[O-])(=O)=[O:2].[K+].[K+].[CH3:9][S:10][C:11]1[CH:12]=[CH:13][C:14]2[O:20][CH2:19][CH2:18][C:17]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][C:15]=2[CH:26]=1.[OH2:27]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)(=O)C>[CH3:9][S:10]([C:11]1[CH:12]=[CH:13][C:14]2[O:20][CH2:19][CH2:18][C:17]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][C:15]=2[CH:26]=1)(=[O:2])=[O:27]

Participants

6

Reactant 3

HCID 962Water2×HCID 10313463Potassium peroxymonosulphateHCID 18319519HCID 18319519, compound

Product 1

HCID 18319632HCID 18319632, compound

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of potassium peroxymonosulfate (4.1 g) in water (21 ml) was added dropwise to a mixture of ethyl 2,3-dihydro-7-methylthio-1-benzoxepin-4-carboxylate (0.8 g) and tetrabutylammonium hydrogen sulfate (0.2 g) in ethyl acetate (8 ml) and water (4 ml) at ambient temperature and the mixture was stirred at the same temperature for 3 hours. The separated organic layer was washed with 10% aqueous sodium thiosulfate. The organic layer was washed with water, dried over magnesium sulfate and evaporated in vacuo to give ethyl 2,3-dihydro-7-methanesulfonyl-1-benzoxepin-4-carboxylate (0.77 g).

Workup

  1. washThe separated organic layer was washed with 10% aqueous sodium thiosulfate
  2. washThe organic layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-3713cca2083d4fd0a7e834c685cccae4
Source dataset
uspto-grants-2002_02
Patent number
US06346527B1

Reaction notes

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