Sodium Hydroxide → HCID 67244804, compound

HRID 1966644Notes

Reaction equation

HRID 1966644 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][C:17]([C:20]1[CH:21]=[C:22]([NH:26][C:27]([NH:29][CH2:30][C:31]([O:33]CC)=[O:32])=[O:28])[CH:23]=[CH:24][CH:25]=1)([F:19])[F:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][C:17]([C:20]1[CH:21]=[C:22]([NH:26][C:27]([NH:29][CH2:30][C:31]([OH:33])=[O:32])=[O:28])[CH:23]=[CH:24][CH:25]=1)([F:18])[F:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67246087HCID 67246087, compound

Product 1

HCID 67244804HCID 67244804, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of Intermediate 59 (5.09 g, 10 mmol) in ethanol (30 mL) was added 2N NaOH (18 mL, 35 mmol). The mixture was stirred at room temperature for 3 hours. The crude reaction was concentrated and the residue was diluted with ethyl acetate (50 mL) and washed with water (2×25mL). The aqueous layer was acidified to pH 2 with HCl and then extracted with ethyl acetate (2×50 mL). The organic layers were dried (Na2SO4) and the solvent removed under reduced pressure. The titled compound was obteined (4.23 g, 88%).

Workup

  1. customThe crude reaction
  2. concentrationwas concentrated
  3. additionthe residue was diluted with ethyl acetate (50 mL)
  4. washwashed with water (2×25mL)
  5. extractionextracted with ethyl acetate (2×50 mL)
  6. dry with materialThe organic layers were dried (Na2SO4)
  7. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-4cab6e111b984e5fb0cd49ddfc629f5b
Source dataset
uspto-grants-2013_04
Patent number
US08420669B2

Reaction notes

Loading…