Sodium Hydroxide → HCID 22440043, compound

HRID 442862Notes

Reaction equation

HRID 442862 reaction equation
[CH3:1][N:2]([CH3:32])[CH2:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:6]1[C:27]([O:29]CC)=[O:28].[OH-].[Na+]>C(O)C>[CH3:32][N:2]([CH3:1])[CH2:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([CH:14]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[C:6]1[C:27]([OH:29])=[O:28]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 53713523HCID 53713523, compound

Product 1

HCID 22440043HCID 22440043, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound 92 (7.0 g, 16.5 mmol) obtained in Example 92 was dissolved in ethanol (50 ml), and a 2N aqueous sodium hydroxide solution (25 ml) was added thereto, followed by heating under reflux. After 4 hours, a 2N aqueous sodium hydroxide solution (10 ml) was added thereto, followed by heating under reflux for one hour. The reaction solution was concentrated under reduced pressure, water was added, and the pH of the solution was adjusted to 5. A little amount of chloroform was added to the mixture followed by stirring. The precipitated crystals were collected by filtration, washed with water, and dried under reduced pressure to give 5.7 g (yield: 87%) of the title compound.

Workup

  1. temperatureby heating
  2. temperatureunder reflux
  3. temperatureby heating
  4. temperatureunder reflux for one hour
  5. concentrationThe reaction solution was concentrated under reduced pressure, water
  6. additionwas added
  7. additionA little amount of chloroform was added to the mixture
  8. filtrationThe precipitated crystals were collected by filtration
  9. washwashed with water
  10. customdried under reduced pressure

Sources & evidence

ORD record
ord-c8ed5859890747639e70de1b80c48b96
Source dataset
uspto-grants-1999_04
Patent number
US05891902

Reaction notes

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