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Method for preparation of 7-hydroxy-1,2,3,4-tetrahydroquinoline from 1,2,3,4-tetrahydroquinoline

Patent ·
OSTI ID:869144
 [1];  [2]
  1. Danville, CA
  2. Livermore, CA
+ Show Author Affiliations
Methods for the efficient preparation of 7-hydroxy-1,2,3,4-tetrahydroquinoline include a first method in which the acylation of m-aminophenol obtains a lactam which is reduced to give the desired quinoline and a second method in which tetrahydroquinoline is nitrated and hydrogenated and then hydrolyzed to obtain the desire quinoline. 7-hydroxy-1,2,3,4-tetrahydroquinoline is used in the efficient synthesis of four lasing dyes of the rhodamine class.
Research Organization:
Lawrence Livermore National Laboratory (LLNL), Livermore, CA
DOE Contract Number:
W-7405-ENG-48
Assignee:
United States of America as represented by United States (Washington, DC)
Patent Number(s):
US 5283336
OSTI ID:
869144
Country of Publication:
United States
Language:
English

References (4)

Synthese von Carbostyrilen und Dihydrocarbostyrilen journal November 1959
Studies on the Synthetic Analgesics. XVI. Synthesis of 1-(2-tert-Aminoalkyl)-3, 4-dihydrocarbostyrils. journal January 1961
Selective reductions. XVIII. Fast reaction of primary, secondary, and tertiary amides with diborane. Simple, convenient procedure for the conversion of amides to the corresponding amines journal March 1973
Eine neue Darstellungsweise von Hydro-carbostyril und seinen Abkömmlingen journal April 1927

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Related Subjects

/999/
1234-tetrahydroquinoline
7-hydroxy-1234-tetrahydroquinoline
acylation
desire
desired
dyes
efficient
hydrogenated
hydrolyzed
lactam
lasing
lasing dyes
m-aminophenol
method
methods
nitrated
obtain
obtains
preparation
quinoline
reduced
rhodamine
synthesis
tetrahydroquinoline