Sodium Hydroxide → HCID 59527391, compound

HRID 384434Notes

Reaction equation

HRID 384434 reaction equation
C([O:4][CH2:5][C:6]1[C:15]([CH3:16])=[C:14]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:25])[CH:12]=2)[N:7]=1)(=O)C.[OH-].[Na+]>C1COCC1.CO>[CH2:18]([O:17][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:25])[CH:12]=2)[N:7]=[C:6]([CH2:5][OH:4])[C:15]=1[CH3:16])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59527213HCID 59527213, compound

Product 1

HCID 59527391HCID 59527391, compoundYield 85.7%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of [4-(benzyloxy)-3,6-dimethylquinolin-2-yl]methyl acetate (1.20 g) in THF-methanol (1:3, 24 mL) was added a 1M aqueous sodium hydroxide solution (5.5 mL), followed by stirring at room temperature for 3 hours. The reaction solution was concentrated under reduced pressure and water was then added to the residue. The precipitated solid was collected by filtration, washed with water, and dried to obtain [4-(benzyloxy)-3,6-dimethylquinolin-2-yl]methanol (900 mg).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure and water
  2. additionwas then added to the residue
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-bde6dc284d9045929931ffbc9a98860b
Source dataset
uspto-grants-2013_02
Patent number
US08367702B2

Reaction notes

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