Sodium Hydroxide → HCID 86751380, compound

HRID 1489012Notes

Reaction equation

HRID 1489012 reaction equation
Cl[C:2]1[CH:30]=[CH:29][C:5]2[O:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[CH:9]3[CH:13](C4C=CC(CC(O)=O)=CC=4)[O:12][C:11](=[O:24])[N:10]3[C:4]=2[CH:3]=1.[OH-].[Na+]>C1COCC1.CO>[CH:13]1[O:12][C:11](=[O:24])[N:10]2[C:9]=1[C:8]1[CH:25]=[CH:26][CH:27]=[CH:28][C:7]=1[O:6][C:5]1[CH:29]=[CH:30][CH:2]=[CH:3][C:4]2=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22903415HCID 22903415, compound

Product 1

HCID 86751380HCID 86751380, compoundYield 126%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirring solution of 17 (77 mg, 0.18 mmol) in THF (3 mL) and MeOH (1.5 mL) was added NaOH (0.55 mL, 1M, 0.55 mmol). The resulting solution was stirred for 2.5 hours, followed by the removal of solvent under reduced pressure. To the residue was added 0.6 mL of 1M HCl. The resulting precipitate was collected by filtration and dried to yield 18 (57 mg): DSC: 217.88° C.; Analysis Calculated for C22H14NO5Cl×3.5 H2O: C, 56.24; H, 4.29; N, 2.98. Found: C, 55.84; H, 3.90; N, 2.91.

Workup

  1. customfollowed by the removal of solvent under reduced pressure
  2. additionTo the residue was added 0.6 mL of 1M HCl
  3. filtrationThe resulting precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-b9eebe070ffa4de3a1dfe48797da77f7
Source dataset
uspto-grants-1997_10
Patent number
US05677296

Reaction notes

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