Sodium Hydroxide → HCID 178502624, compound

HRID 2110569Notes

Reaction equation

HRID 2110569 reaction equation
[OH:1][C:2]1[C:3](=O)[C:4]2[C:9]([C:10](=[O:12])[CH:11]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[OH-].[Na+].Cl.[CH3:17][O:18][NH2:19]>C(O)C>[CH3:17][O:18][N:19]=[C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:10](=[O:12])[CH:11]=[C:2]1[OH:1]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 521874O-Methylhydroxylamine hydrochlorideHCID 178516607HCID 178516607, compound

Product 1

HCID 178502624HCID 178502624, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Hydroxy-1,4-naphthoquinone (3 g, 17 mmol) was dissolved in ethanol (30 mL) and aqueous sodium hydroxide (1N, 51 mL, 51 mmol) and treated with methoxyamine hydrochloride (2.86 g, 34 mmol) at 80° C. for 5 h. The mixture was cooled, the solvents were evaporated, and the crude mixture was acidified using 10% HCl (20 mL). The solids were filtered, rinsed with water, and dried in the vacuum to give the title compound (3.26 g, 93%).

Workup

  1. temperatureThe mixture was cooled
  2. customthe solvents were evaporated
  3. filtrationThe solids were filtered
  4. washrinsed with water
  5. customdried in the vacuum

Sources & evidence

ORD record
ord-44656936194844d3bc51e4c604c6f5c0
Source dataset
uspto-grants-2009_04
Patent number
US07517876B2

Reaction notes

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