Sodium Hydroxide → HCID 25187574, compound

HRID 42071Notes

Reaction equation

HRID 42071 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[N:15]=[CH:14][C:13]([NH:16][C:17]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:18]=2[C:19]([O:21]CC)=[O:20])=[CH:12][C:11]=1[CH3:29].[OH-].[Na+]>C(O)C.O.CO.N>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[N:15]=[CH:14][C:13]([NH:16][C:17]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:18]=2[C:19]([OH:21])=[O:20])=[CH:12][C:11]=1[CH3:29]

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 46847606HCID 46847606, compound

Product 1

HCID 25187574HCID 25187574, compoundYield 67%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 21705897Ammonia methanolSolvent

Conditions

Temperature
60 °C

Procedure

The solid residue obtained in step A was dissolved in 2 ml of ethanol and 0.150 ml of aqueous solution 2N NaOH were added. The mixture was heated at 60° C. for 2 hours, the solvent was evaporated and the solid obtained was suspended in water. The pH was taken to 6.5 and extracted with CHCl3. The crude mixture was purified over a SCX cartridge eluting with MeOH/NH3 10:1 affording 0.030 g (yield 67%) of the expected product.

Workup

  1. customthe solvent was evaporated
  2. customthe solid obtained
  3. extractionextracted with CHCl3
  4. customThe crude mixture was purified over a SCX cartridge

Sources & evidence

ORD record
ord-c89d01ea08fc4c458d2dddae0dd77806
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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