Lithium Hydroxide → HCID 17998485, compound

HRID 1929155Notes

Reaction equation

HRID 1929155 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[C:12](OC1C=CC=CC=1)[CH:11]=[CH:10][CH:9]=2)=[O:5])C.[Li+].[OH-:23]>CO.O>[O:23]([N:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:14]=[C:6]1[C:4]([OH:3])=[O:5])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 3939Lithium Hydroxide2×HCID 668413704-Phenoxy-1H-indole-2-carboxylic acid ethyl ester

Product 1

HCID 17998485HCID 17998485, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

132 (160 mg, 0.569 mmol) is dissolved in 5 ml of methanol and treated with a solution of LiOH (27.2 mg, 1.138 mmol) in 3 ml of water. The mixture is stirred at room temperature overnight. Since the reaction is not complete (TLC), additional LiOH (30 mg, 1.25 mmol) is added and the stirring is continued for additional 18 h. After evaporation, the crude product is acidified at 0° C. with 2M HCl and extracted with ethyl acetate. The organic layers are dried over sodium sulphate and evaporated.

Workup

  1. additionis added
  2. waitthe stirring is continued for additional 18 h
  3. customAfter evaporation
  4. customis acidified at 0° C. with 2M HCl
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic layers are dried over sodium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-e8b5307372114928ae13d580cd515825
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

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