Phenylnaphthol derivatives

Patent metadata

Field	Value
Publication number	US-9643905-B2
Application number	US-201414896026-A
Country	US
Kind code	B2
Filing date	Jun 25, 2014
Priority date	Jul 1, 2013
Publication date	May 9, 2017
Grant date	May 9, 2017

Abstract

Phenylnaphthol derivatives represented by the following general formula (1),

wherein, R 1 to R 3 are hydrogen atoms, alkyl groups or aryl groups, and R 2 and R 3 may be bonded together to form an aliphatic hydrocarbon ring or a heterocyclic ring, a and b are, respectively, integers of 0 to 4, R 4 and R 5 are hydroxyl groups, alkyl groups, haloalkyl groups, cycloalkyl groups, alkoxy groups, amino groups, heterocyclic groups having a nitrogen atom as a hetero atom and are bonded together via the nitrogen atom, cyano groups, nitro groups, formyl groups, hydroxycarbonyl groups, alkylcarbonyl groups, alkoxycarbonyl groups, halogen atoms, aralkyl groups, aralkoxy groups, aryloxy groups, aryl groups, heteroaryl groups bonded together via a carbon atom in the ring, alkylthio groups, cycloalkylthio groups, arylthio groups or heteroarylthio groups, and if R 4 or R 5 are present in a plural number, the plurality of R 4 or the plurality of R 5 may be the same or different, or 2 R 4 s or 2 R 5 s may be bonded together to form an alicyclic hydrocarbon ring or a heterocyclic ring. The compounds are useful as intermediate products for the synthesis of, for example, photochromic compounds.

First claim

The invention claimed is:

1. Phenylnaphthol derivatives represented by the following general formula (1):

wherein,
R 1 , R 2 and R 3 are hydrogen atoms, alkyl groups or aryl groups, and R 2 and R 3 may be bonded together to form an aliphatic hydrocarbon ring or a heterocyclic ring,
a is an integer of 0 to 4,
b is an integer of 0 to 4,
R 4 and R 5 are hydroxyl groups, alkyl groups, haloalkyl groups, cycloalkyl groups, alkoxy groups, amino groups, heterocyclic groups having a nitrogen atom as a hetero atom and are bonded together via the nitrogen atom, cyano groups, nitro groups, formyl groups, hydroxycarbonyl groups, alkylcarbonyl groups, alkoxycarbonyl groups, halogen atoms, aralkyl groups, aralkoxy groups, aryloxy groups, aryl groups, heteroaryl groups bonded together via a carbon atom in the ring, alkylthio groups, cycloalkylthio groups, arylthio groups or heteroarylthio groups, and
if R 4 or R 5 are present in a plural number, the plurality of R 4 or the plurality of R 5 may be the same or different, or 2 R 4 s or 2 R 5 s may be bonded together to form an alicyclic hydrocarbon ring or a heterocyclic ring.

2. A process for producing an indenonaphthol compound represented by the following formula (2):

wherein R 1 , R 2 , R 3 , R 4 , R 5 , a and b are as defined in the formula (1),

by cyclizing the phenylnaphthol derivative of claim 1 in the presence of an acid catalyst.

Assignees

• Tokuyama Corp

Inventors

• Izumi Shinobu
• Teranishi Kazuhiro

Classifications

• C07D317/70

  condensed with ring systems containing two or more relevant rings · CPC title

• C07C41/18

  by reactions not forming ether-oxygen bonds · CPC title

• C07C2101/18

  Chemistry & Metallurgy · mapped topic

• C07C43/23

  containing hydroxy or O-metal groups · CPC title

• C07D327/04

  Five-membered rings · CPC title