Hydrochloric Acid → HCID 66982568, compound

HRID 516261Notes

Reaction equation

HRID 516261 reaction equation
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH2:12][CH2:13][C:14]([O:16]CC)=[O:15])[NH:8][C:7](=[O:19])[CH2:6][CH2:5]2.[OH-].[Na+].Cl.O>C(O)C>[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH2:12][CH2:13][C:14]([OH:16])=[O:15])[NH:8][C:7](=[O:19])[CH2:6][CH2:5]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 66982672HCID 66982672, compound

Product 1

HCID 66982568HCID 66982568, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 16.23 g of ethyl 3-(6-iodo-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)propanoate in 200 ml of ethanol was added 150 ml of a 1 M aqueous sodium hydroxide solution, followed by stirring at room temperature for 2 hours. The reaction mixture was made weakly acidic by the addition dropwise of concentrated hydrochloric acid and diluted by the addition of water. The precipitated solid was collected by filtration and dried to obtain 8.88 g of 3-(6-iodo-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)propanoic acid as a pale brown solid.

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-11244a414e7542058806854944cbc335
Source dataset
uspto-grants-2015_08
Patent number
US09108977B2

Reaction notes

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