Sodium Hydroxide → HCID 66792812, compound

HRID 535023Notes

Reaction equation

HRID 535023 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:19]2[CH:38]=[CH:37][C:22]([O:23][CH2:24][CH:25]3[CH2:30][CH2:29][N:28]([C:31](=[O:36])[C:32]([O:34]C)=[O:33])[CH2:27][CH2:26]3)=[CH:21][CH:20]=2)=[O:18])[CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>O1CCCC1.CO>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:19]2[CH:20]=[CH:21][C:22]([O:23][CH2:24][CH:25]3[CH2:26][CH2:27][N:28]([C:31](=[O:36])[C:32]([OH:34])=[O:33])[CH2:29][CH2:30]3)=[CH:37][CH:38]=2)=[O:18])[CH2:13][CH2:12]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 66751222HCID 66751222, compound

Product 1

HCID 66792812HCID 66792812, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl {4-[(4-{[4-(2-tert-butylphenyl)piperazin-1-yl}carbonyl]phenoxy)methyl]piperidin-1-yl}(oxo)acetate (0.5 g, 0.96 mmol) and 1 M sodium hydroxide solution (15 mL) in tetrahydrofuran (100 mL) and methanol (100 mL) was stirred at room temperature for 3 h. Solvent was removed and 1 M hydrochloric acid solution added to the mixture. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to obtain a solid (0.5 g, quant.).

Workup

  1. customSolvent was removed
  2. addition1 M hydrochloric acid solution added to the mixture
  3. extractionThe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customto obtain a solid (0.5 g, quant.)

Sources & evidence

ORD record
ord-54db7c89e545413b91cb67eaa9ee2f3d
Source dataset
uspto-grants-2014_10
Patent number
US08853215B2

Reaction notes

Loading…