Hydrochloric Acid → HCID 59527532, compound

HRID 384496Notes

Reaction equation

HRID 384496 reaction equation
[CH3:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH2:13][O:14][C:15]1[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[C:17]([O:26][CH2:27][CH:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)[CH:16]=1.[OH-].[Na+].Cl>C(O)C>[CH3:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH2:13][O:14][C:15]1[CH:25]=[CH:24][C:18]([C:19]([OH:21])=[O:20])=[C:17]([O:26][CH2:27][CH:28]2[CH2:29][CH2:30][O:31][CH2:32][CH2:33]2)[CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59527004HCID 59527004, compound

Product 1

HCID 59527532HCID 59527532, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To ethyl 4-[(3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methoxy]-2-(tetrahydro-2H-pyran-4-ylmethoxy)benzoate (110 mg) were added ethanol (3 mL) and a 0.5M aqueous sodium hydroxide solution (10 mL), and the mixture was stirred at room temperature for 4 hours. The reaction mixture was adjusted to a pH of 7 by adding 1M hydrochloric acid under ice-cooling. The resulting solid was collected by filtration, washed with water, and dried to obtain 4-[(3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methoxy]-2-(tetrahydro-2H-pyran-4-ylmethoxy)benzoic acid (100 mg).

Workup

  1. temperaturecooling
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-f9997eb021e04d1fad6a7d5c6b01938c
Source dataset
uspto-grants-2013_02
Patent number
US08367702B2

Reaction notes

Loading…