Ethyl Acetate → HCID 21928766, compound

HRID 1243841Notes

Reaction equation

HRID 1243841 reaction equation
[OH-].[Na+].[I:3][C:4]1[C:12]2[CH:11]=[CH:10][C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:8][C:7]=2[N:6](S(C2C=CC(C)=CC=2)(=O)=O)[N:5]=1.C(OCC)(=O)C>O1CCCC1>[I:3][C:4]1[C:12]2[CH:11]=[CH:10][C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:8][C:7]=2[NH:6][N:5]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 21928792HCID 21928792, compound

Product 1

HCID 21928766HCID 21928766, compoundYield 110%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3 cm3 of aqueous 1N sodium hydroxide solution are added to a solution of 0.55 g of 3-iodo-6,6-diphenyl-1-(4-toluenesulphonyl)-6,7-dihydro-1H-indazole in 10 cm3 of tetrahydrofuran. After stirring for about 36 hours at a temperature in the region of 20° C., 30 cm3 of ethyl acetate are added. After separation of the phases by settling, the organic phase is washed with three times 15 cm3 of water, 20 cm3 of saturated aqueous sodium chloride solution, dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (13 kPa). 0.436 g of 3-iodo-6,6-diphenyl-6,7-dihydro-1H-indazole is obtained in the form of a solid, the characteristics 30′ of which are as follows:

Workup

  1. additionare added
  2. customAfter separation of the phases
  3. washthe organic phase is washed with three times 15 cm3 of water, 20 cm3 of saturated aqueous sodium chloride solution
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under reduced pressure (13 kPa)

Sources & evidence

ORD record
ord-bbd298d51edb4d96ba272cd127658526
Source dataset
uspto-grants-2006_10
Patent number
US07119115B2

Reaction notes

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