Hydrochloric Acid → HCID 178418698, compound

HRID 1185420Notes

Reaction equation

HRID 1185420 reaction equation
C([O:3][C:4]([C:6]1[CH:15]=[C:14]([OH:16])[C:13]2[C:8](=[CH:9][C:10]([CH3:17])=[CH:11][CH:12]=2)[N:7]=1)=[O:5])C.[OH-].[Na+].Cl>C1COCC1>[OH:16][C:14]1[C:13]2[C:8](=[CH:9][C:10]([CH3:17])=[CH:11][CH:12]=2)[N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469287HCID 178469287, compound

Product 1

HCID 178418698HCID 178418698, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 9.7 g of 4-Hydroxy-7-methyl-quinoline-2-carboxylic acid ethyl ester in 200 ml of THF, 84 ml of a 1M aqueous sodium hydroxide solution was added and stirred for 16 h at RT. The reaction mixture was acidified with 1M hydrochloric acid to pH 1 to precipitate the product, which was then collected by filtration. The residue was co-distilled additional two times with toluene. After drying under reduced pressure the product was pure enough for the next reaction step. Yield: 7.7 g.

Workup

  1. customto precipitate the product, which
  2. filtrationwas then collected by filtration
  3. customAfter drying under reduced pressure the product
  4. customwas pure enough for the next reaction step

Sources & evidence

ORD record
ord-e89b518c62f74022b2efef438c14cc7e
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

Loading…