1-Naphthol → 1-Naphthol

HRID 261102Notes

Reaction equation

HRID 261102 reaction equation
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:12][N:13]([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>>[CH:7]1[CH:8]=[CH:9][C:10]2[C:5](=[CH:4][CH:3]=[CH:2][C:1]=2[OH:11])[CH:6]=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

4

Reactant 2

HCID 70051-NaphtholHCID 12709Carbamic acid, N,N-dimethyl-, ethyl ester

Product 2

HCID 70051-NaphtholHCID 20396153Methyl naphthyl urethane

Procedure

At 170° C. and 100 mm Hg, 14 g of alpha-naphthol and 18 g of dimethyl urethane were reacted in the presence of 1.5 g of titanium tetra-isopropylate. In 5 hours a 32% convertion of naphthol was obtained, with total selectivity to methyl naphthyl urethane.

Sources & evidence

ORD record
ord-43b28b9a7dcf45dd9212d577b5b699f7
Source dataset
uspto-grants-1979_08
Patent number
US04163861

Reaction notes

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