Water → HCID 59381644, compound

HRID 2354557Notes

Reaction equation

HRID 2354557 reaction equation
C([O:3][C:4]([CH:6]1[CH2:12][CH2:11][N:10]2[C:13](=[O:30])[C:14]3[C:19]4[CH2:20][CH2:21][C:22]([CH:28]=[O:29])=[C:23]([S:24][CH2:25][CH2:26][CH3:27])[C:18]=4[S:17][C:15]=3[N:16]=[C:9]2[CH2:8][CH2:7]1)=[O:5])C.O>C1COCC1.O[K].O.CO>[CH:28]([C:22]1[CH2:21][CH2:20][C:19]2[C:14]3[C:13](=[O:30])[N:10]4[CH2:11][CH2:12][CH:6]([C:4]([OH:5])=[O:3])[CH2:7][CH2:8][C:9]4=[N:16][C:15]=3[S:17][C:18]=2[C:23]=1[S:24][CH2:25][CH2:26][CH3:27])=[O:29]

Participants

5

Reactant 2

HCID 962WaterHCID 59381648HCID 59381648, compound

Product 1

HCID 59381644HCID 59381644, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 178502912HCID 178502912, compoundSolvent

Procedure

Compound 22 (130 mg) in THF (2 ml) and 0.7 ml 10% KOH H2O/MeOH (2:1) were stirred over night in room temperature. The reaction mixture was poured into water and washed with ether. The water phase was acidified with HCl and extracted with EtOAc. Organic phase was washed with brine and dried with Na2SO4. After filtration the solvent was evaporated and the product recrystallized from ethanol.

Workup

  1. washwashed with ether
  2. extractionextracted with EtOAc
  3. washOrganic phase was washed with brine
  4. dry with materialdried with Na2SO4
  5. filtrationAfter filtration the solvent
  6. customwas evaporated
  7. customthe product recrystallized from ethanol

Sources & evidence

ORD record
ord-da0f3d3cda2c4c68bbddd2f74f420cf5
Source dataset
uspto-grants-2010_07
Patent number
US07754709B2

Reaction notes

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