HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Water → 1-Benzenesulfonyl-2-(2-ethoxycarbonylfuran-5-yl-methyl)-5-methanesulfonylindole

HRID 1814122
Notes
Print preview

Reaction equation

HRID 1814122 reaction equation
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][C:15](SC)=[CH:16][CH:17]=3)[CH:12]=[C:11]2[CH2:21][C:22]2[O:26][C:25]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:24][CH:23]=2)(=O)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O[O:33][S:34]([O-:36])=O.[K+].[C:38](=O)([O-])O.[Na+].[OH2:43]>O1CCCC1>[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([S:34]([CH3:38])(=[O:36])=[O:33])=[CH:16][CH:17]=3)[CH:12]=[C:11]2[CH2:21][C:22]2[O:26][C:25]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:24][CH:23]=2)(=[O:8])=[O:43])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 225044301-Benzenesulfonyl-2-(2-ethoxycarbonylfuran-5-yl-methyl)-5-methylthioindoleHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 225044421-Benzenesulfonyl-2-(2-ethoxycarbonylfuran-5-yl-methyl)-5-methanesulfonylindole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
22.5 °C

Procedure

To a solution of the compound obtained in Example 30 (3) (0.183 g) in a mixture of tetrahydrofuran (2 ml) and water (2 ml), OXONE (registered trademark) (0.4939 g) was added under ice-cooling and the mixture was stirred for 30 minutes and at 15 to 30° C. for 1.5 hours. A saturated aqueous sodium hydrogencarbonate solution was added thereto, and the mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.1722 g of the desired product.

Workup

  1. additionwas added under ice-
  2. temperaturecooling
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue was separated

Sources & evidence

ORD record
ord-6411cdd372304f3cb1358a32f67f4f50
Source dataset
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06875770B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes