Hydrochloric Acid → HCID 58683742, compound

HRID 1991061Notes

Reaction equation

HRID 1991061 reaction equation
C[O:2][C:3](=[O:19])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[N+:16]([O-:18])=[O:17])[N:12]=[CH:11][CH:10]=[CH:9]2.[OH-].[Na+].Cl>CCO>[N+:16]([C:15]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][CH:11]=[N:12]2)=[CH:7][C:6]=1/[CH:5]=[CH:4]/[C:3]([OH:19])=[O:2])([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58683735HCID 58683735, compound

Product 1

HCID 58683742HCID 58683742, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(E)-3-(7-Nitroquinolin-6-yl)-acrylic acid methyl ester (470 mg, 1.82 mmol) in EtOH (9 ml) was treated with 2N NaOH (1.38 ml; 2.76 mmol) for 30 min. at 50° C. The reaction mixture was acidified with 2N HCl to pH 3.5 and extracted with EtOAc/EtOH (10/1) three times. The combined organic phases were washed with water, dried over Na2SO4 and evaporated to dryness to yield the title compound as colorless crystals (430 mg; 90%).

Workup

  1. extractionextracted with EtOAc/EtOH (10/1) three times
  2. washThe combined organic phases were washed with water
  3. dry with materialdried over Na2SO4
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-d111b3834ad9434783b4fdd190bfbd85
Source dataset
uspto-grants-2010_01
Patent number
US07645760B2

Reaction notes

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