Sodium Hydroxide → HCID 68928946, compound

HRID 1260945Notes

Reaction equation

HRID 1260945 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]([N:12]2[CH2:17][CH2:16][C@@H:15]([N:18]([C:20]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)=[O:21])[CH3:19])[C@H:14]([C:30]3[CH:39]=[CH:38][C:33]([C:34]([O:36]C)=[O:35])=[CH:32][CH:31]=3)[CH2:13]2)=[O:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]([N:12]2[CH2:17][CH2:16][C@@H:15]([N:18]([C:20]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=3)=[O:21])[CH3:19])[C@H:14]([C:30]3[CH:31]=[CH:32][C:33]([C:34]([OH:36])=[O:35])=[CH:38][CH:39]=3)[CH2:13]2)=[O:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68932912HCID 68932912, compound

Product 1

HCID 68928946HCID 68928946, compoundYield 47.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of the compound (0.20 g) obtained in Example 240 in methanol (3 mL) was added 1N aqueous sodium hydroxide solution (3 mL), and the mixture was stirred at 50° C. for 2 hr. Methanol was evaporated under reduced pressure, and the residue was extracted with ethyl acetate. The organic layer was washed with water and concentrated to give the title compound (0.092 g, 47%) as a white powder.

Workup

  1. customMethanol was evaporated under reduced pressure
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b726a33aca964986be2a9e4ac5826d3f
Source dataset
uspto-grants-2013_06
Patent number
US08470816B2

Reaction notes

Loading…