Sodium Hydroxide → HCID 71352260, compound

HRID 2220808Notes

Reaction equation

HRID 2220808 reaction equation
[NH:1]([C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])[C@H:2]([C:4]([NH:6][C@H:7]([C:11]([N:13]1[CH2:21][CH2:20][CH2:19][C@H:14]1[C:15]([O:17]C)=[O:16])=[O:12])[CH:8]([CH3:10])[CH3:9])=[O:5])[CH3:3].[OH-].[Na+]>O.CC(C)=O>[NH:1]([C:22]([O:24][CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:23])[C@H:2]([C:4]([NH:6][C@H:7]([C:11]([N:13]1[CH2:21][CH2:20][CH2:19][C@H:14]1[C:15]([OH:17])=[O:16])=[O:12])[CH:8]([CH3:10])[CH3:9])=[O:5])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131726854HCID 131726854, compound

Product 1

HCID 71352260HCID 71352260, compound

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

3 (4.2 g, 9.6 mmol) was dissolved in 30 ml of water/acetone (1/5 v/v) and 11.6 ml NaOH (1N) where added. After completion of the reaction the organic solvent was removed by evaporation and the resulting solution was diluted by 15 ml NaHCO3 solution (saturated). Then the mixture was extracted three times by 10 ml of acetic acid ethyl ester. After that the solution was brought to pH2 by adding HCl (15% in water). The resulting mixture was extracted three times by 30 ml of acetic acid ethyl ester. The organic layer was separated and washed three times with brine, dried (Na2SO4) and evaporated.

Workup

  1. customAfter completion of the reaction the organic solvent
  2. customwas removed by evaporation
  3. additionthe resulting solution was diluted by 15 ml NaHCO3 solution (saturated)
  4. extractionThen the mixture was extracted three times by 10 ml of acetic acid ethyl ester
  5. additionby adding HCl (15% in water)
  6. extractionThe resulting mixture was extracted three times by 30 ml of acetic acid ethyl ester
  7. customThe organic layer was separated
  8. washwashed three times with brine
  9. dry with materialdried (Na2SO4)
  10. customevaporated

Sources & evidence

ORD record
ord-c5190574bfae43199d5ee8c01e2edb58
Source dataset
uspto-grants-2008_05
Patent number
US07368421B2

Reaction notes

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