Potassium Hydroxide → HCID 21283584, compound

HRID 2232555Notes

Reaction equation

HRID 2232555 reaction equation
C1(C2C=C(CCCC(O)=O)C3C(=CC=CC=3)N=2)C=CC=CC=1.O=[C:24]([C:31]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[N:34]=[C:33]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH:32]=1)[CH2:25][CH2:26][CH2:27][C:28]([OH:30])=[O:29].O.NN.[OH-].[K+]>C(O)COCCO>[C:41]1([C:33]2[CH:32]=[C:31]([CH2:24][CH2:25][CH2:26][CH2:27][C:28]([OH:30])=[O:29])[C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[N:34]=2)[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1

Participants

6

Reactant 4

HCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 13769232HCID 13769232, compoundHCID 13769234HCID 13769234, compound

Product 1

HCID 21283584HCID 21283584, compoundYield 90.9%

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

The procedure is the same as that used for preparing 2-phenyl-4-quinolinebutanoic acid described in Example 24, but starting with δ-oxo-2-phenyl-4-quinolinepentanoic acid (4.6 g), 98% pure hydrazine hydrate (2.15 g), potassium hydroxide pellets (2.4 g) and diethylene glycol (14 cc). 2-Phenyl-4-quinolinepentanoic acid (4 g) is thereby isolated, its proton NMR spectrum in deuterated chloroform showing the following characteristics:

Sources & evidence

ORD record
ord-fb02925958d3490495208d6423184d12
Source dataset
uspto-grants-1988_11
Patent number
US04788204

Reaction notes

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