1-Naphthol → 2-Naphthol

HRID 1464705Notes

Reaction equation

HRID 1464705 reaction equation
[C:1](N)(=O)[CH:2]([CH:4]([C:6](N)=O)[OH:5])O.[CH:11]1[CH:12]=[CH:13][C:14]2[C:15](=CC=CC=2O)[CH:16]=1>CO>[CH:2]1[C:1]2[C:12](=[CH:11][CH:16]=[CH:15][CH:14]=2)[CH:13]=[CH:6][C:4]=1[OH:5]

Participants

4

Reactant 2

HCID 70051-Naphthol2×HCID 1364562,3-Dihydroxybutanediamide2×

Product 1

HCID 86632-NaphtholYield 36.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.80 g of (+)-tartaric acid diamide (VI) and 1.44 g of naphthol (α:β=1 : 1) were dissolved in 10 ml of methanol by heating, and the thus-obtained solution was allowed to stand for 12 hours at room temperature, with 2.3 g of a clathrate compound (colorless needle-like crystal, mp. 199-204° C.) containing tartaric acid diamide (VI) and 8 -naphthol in a ratio of 1 : 1 being crystallized. When the tartaric acid diamide (VI) was separated from the clathrate compound by column chromatography, 0.53 g of β-naphthol was obtained. (Function and Effect of the Invention)

Workup

  1. temperatureby heating
  2. custombeing crystallized
  3. customWhen the tartaric acid diamide (VI) was separated from the clathrate compound by column chromatography

Sources & evidence

ORD record
ord-ab565dff8ad34bb28beadb69277db44c
Source dataset
uspto-grants-1994_04
Patent number
US05306844

Reaction notes

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