Water → HCID 59868764, compound

HRID 383717Notes

Reaction equation

HRID 383717 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[C:11]1[N:16]=[C:15]([CH3:17])[C:14]([C:18]([O:20]CC)=[O:19])=[C:13]([CH3:23])[N:12]=1.[OH-].[Na+].O>C(O)C>[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[C:11]1[N:16]=[C:15]([CH3:17])[C:14]([C:18]([OH:20])=[O:19])=[C:13]([CH3:23])[N:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 59868717HCID 59868717, compound

Product 1

HCID 59868764HCID 59868764, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6c (1.43 g, 4.5 mmol) and an aqueous solution of NaOH (10M, 20 ml) in ethanol (20 ml) was refluxed for 6 hours. To the mixture was added 100 ml of water and then the mixture was washed with dichloromethane (100 ml). The aqueous phase was neutralized with hydrochloric acid to pH=6. Product was precipitated at pH=6. After filtration, 6d was obtained as white powder (1.10 g, 3.88 mmol, 86%).

Workup

  1. washthe mixture was washed with dichloromethane (100 ml)
  2. customProduct was precipitated at pH=6
  3. filtrationAfter filtration

Sources & evidence

ORD record
ord-00444799947a4e9d80e9356ff16c9381
Source dataset
uspto-grants-2013_02
Patent number
US08367684B2

Reaction notes

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