Lithium Hydroxide → HCID 90417364, compound

HRID 513956Notes

Reaction equation

HRID 513956 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[C:12]([C:17]([CH3:24])([CH3:23])[C:18]([O:20]CC)=[O:19])[CH:13]=[N:14]2)=[CH:9][CH:8]=1.[Li+].[OH-]>C1COCC1.CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[C:12]([C:17]([CH3:24])([CH3:23])[C:18]([OH:20])=[O:19])[CH:13]=[N:14]2)=[CH:9][CH:8]=1

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 86301490HCID 86301490, compound

Product 1

HCID 90417364HCID 90417364, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-(7-((3-chlorobenzyl)oxy)quinolin-3-yl)-2-methylpropanoate (Example 59, 300 mg, 0.78 mmol) in THF (2.6 mL) and MeOH (2.6 mL) was added LiOH (54 mg, 2.25 mmol) in H2O (2.6 mL). The reaction was stirred at ambient temperature overnight. The solvents were removed under reduced pressure, 10% HCl (aq.) (5 mL) was added and the precipitate was collected and dried under vacuum, the crude product was used without further purification in the next step.

Workup

  1. customThe solvents were removed under reduced pressure, 10% HCl (aq.) (5 mL)
  2. additionwas added
  3. customthe precipitate was collected
  4. customdried under vacuum
  5. customthe crude product was used without further purification in the next step

Sources & evidence

ORD record
ord-df8907b2ab9743498d01fef0b0d23e71
Source dataset
uspto-grants-2015_08
Patent number
US09102674B2

Reaction notes

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