2-Naphthol → 1-Naphthol

HRID 261101Notes

Reaction equation

HRID 261101 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1O.[CH3:12][N:13]([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>[Cl-].[Cl-].[Zn+2]>[CH:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][C:6]=2[OH:15])[CH:1]=1.[CH3:12][N:13]([C:19]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

5

Reactant 2

HCID 86632-NaphtholHCID 12709Carbamic acid, N,N-dimethyl-, ethyl ester

Product 2

HCID 70051-NaphtholYield 2%HCID 20396153Methyl naphthyl urethane

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Procedure

At 150° C. and 100 mm Hg, 14 g of beta-naphthol and 9 g of dimethyl urethane were reacted in the presence of 0.7 g ZnCl2. A conversion of 2% of naphthol to methyl naphthyl urethane was obtained.

Sources & evidence

ORD record
ord-9f99136dc46440b0973bdac4269e2390
Source dataset
uspto-grants-1979_08
Patent number
US04163861

Reaction notes

Loading…