Sodium Hydroxide → HCID 67756499, compound

HRID 2225728Notes

Reaction equation

HRID 2225728 reaction equation
C[O:2][C:3](=[O:26])[C:4](=[O:25])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[CH:24]=[C:23]3[C:18]([CH:19]=[CH:20][CH:21]=[N:22]3)=[CH:17][CH:16]=2)=[CH:7][CH:6]=1.[OH-].[Na+]>CO.O1CCCC1.O>[OH2:2].[O:25]=[C:4]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[CH:24]=[C:23]3[C:18]([CH:19]=[CH:20][CH:21]=[N:22]3)=[CH:17][CH:16]=2)=[CH:7][CH:6]=1)[C:3]([OH:26])=[O:2]

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 54382936HCID 54382936, compound

Product 1

HCID 67756499HCID 67756499, compoundYield 178%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of alpha-oxo-4-[[2-(7-quinolyloxy)ethyl]oxy]benzeneacetic acid methyl ester (0.5 g) in hot methanol (5 mL) and tetrahydrofuran (5 mL) was treated with 1N sodium hydroxide (2.0 mL) and diluted with water. The organic solvent was removed under vacuum and the residue was dissolved in hot water. Cold 2N hydrochloric acid (1.0 mL) was added dropwise and the product was allowed to crystallize and was filtered, washed with water and dried to give 0.45 g of alpha-oxo-4-[[2-(7-quinolyloxy)ethyl]oxy]benzeneacetic acid monohydrate as a colorless solid, mp 229°-231° C.

Workup

  1. customThe organic solvent was removed under vacuum
  2. dissolutionthe residue was dissolved in hot water
  3. additionCold 2N hydrochloric acid (1.0 mL) was added dropwise
  4. customto crystallize
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-934822e6503b4c3cb23ff03284d1f00a
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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