Water → HCID 58089218, compound

HRID 251384Notes

Reaction equation

HRID 251384 reaction equation
[CH2:1]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[C:9]2=[O:16])[CH2:2][CH2:3][CH2:4][CH3:5].ClC1C=CC=C(C(OO)=[O:25])C=1.C(=O)(O)[O-].[Na+].O>C1COCC1>[CH2:1]([C:6]1[CH:7]=[C:8]2[C:9]([O:15][C:10](=[O:25])[NH:11][C:12]2=[CH:13][CH:14]=1)=[O:16])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 583530HCID 583530, compound

Product 1

HCID 58089218HCID 58089218, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

8.13 g of compound 15 (37.5 mmole) was dissolved in 145 ml THF. This solution was added dropwise to a solution of 12.9 g m-chloro-perbenzoic acid (74.8 mmole) in 55 ml THF and stirred overnight. To the reaction mixture 150 ml saturated sodiumbicarbonate and 500 ml water were added. The resulting suspension was extracted three times with 250 ml ethyl acetate. After evaporation compound 16 was obtained as a white solid (7.4 g, 84% yield).

Workup

  1. extractionThe resulting suspension was extracted three times with 250 ml ethyl acetate
  2. customAfter evaporation compound 16

Sources & evidence

ORD record
ord-0117924f0f4f4c5fa4adfa5b7ea36f90
Source dataset
uspto-grants-2011_01
Patent number
US07863428B2

Reaction notes

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