Sodium Hydroxide → HCID 58452952, compound

HRID 1876836Notes

Reaction equation

HRID 1876836 reaction equation
[C:1]1([CH:7]2[C:16]3[C:11]4=[C:12]([CH:22]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)[CH2:23][CH2:24][N:10]4[CH2:9][CH2:8]2)[CH:13]=[C:14]([C:17]([O:19]CC)=[O:18])[CH:15]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CCO>[C:25]1([CH:22]2[C:12]3[C:11]4=[C:16]([CH:7]([C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)[CH2:8][CH2:9][N:10]4[CH2:24][CH2:23]2)[CH:15]=[C:14]([C:17]([OH:19])=[O:18])[CH:13]=3)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58453049HCID 58453049, compound

Product 1

HCID 58452952HCID 58452952, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 1,7-diphenyl-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline-9-carboxylate (13), (4 g, 10 mmol), in EtOH (40 mL) was subjected to saponification reaction using 2N NaOH (40 mL). The residue was isolated in a typical aqueous workup and purified by MPLC (medium pressure liquid chromatography) using silica gel column with 30 to 40% EtOAc:Hexane to give 1,7-diphenyl-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline-9-carboxylic acid (14), (2 g 54%).

Workup

  1. customThe residue was isolated in a typical aqueous workup
  2. custompurified by MPLC (medium pressure liquid chromatography)

Sources & evidence

ORD record
ord-9b9c24ffe3e54b89bc276fb01509719c
Source dataset
uspto-grants-2012_11
Patent number
US08309729B2

Reaction notes

Loading…