7-Hydroxy-3-(4-methoxyphenyl)-1-naphthonitrile → 7-Hydroxy-3-(4-hydroxyphenyl)-1-naphthonitrile

HRID 895236Notes

Reaction equation

[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:14]3[CH:19]=[CH:18][C:17]([O:20]C)=[CH:16][CH:15]=3)[CH:8]=[C:9]2[C:12]#[N:13])=[CH:4][CH:3]=1.Cl.[NH+]1C=CC=CC=1>>[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[CH:8]=[C:9]2[C:12]#[N:13])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 112543667-Hydroxy-3-(4-methoxyphenyl)-1-naphthonitrile

HCID 21584435Pyridinium hydrochloride

Product 1

HCID 103081347-Hydroxy-3-(4-hydroxyphenyl)-1-naphthonitrile

Procedure

The title compound was prepared by reacting 7-hydroxy-3-(4-methoxyphenyl)-1-naphthonitrile (0.14 g, 0.51 mmol) with pyridinium HCl (3 g) according to method B to yield 0.10 g (75%) of a white solid: mp 254-257° C.; 1H NMR (DMSO-d6): δ 6.89 (2H, d, J=8.53 Hz), 7.25 (1H, dd, J=2.15 Hz, J=8.88 Hz), 7.36 (1H, d, J=1.86 Hz), 7.67 (2H, d, J=8.55 Hz), 8.00 (1H, d, J=8.94 Hz), 8.31-8.38 (2H, m), 9.70 (1H, bs), 10.44 (1H, bs); MS (ESI) m/z260 (M−H)−.

Sources & evidence

ORD record: ord-c49877ca56794b57b3189671b663ab86
Source dataset: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06914074B2

Reaction notes

Loading…