Lithium Hydroxide → HCID 17998485, compound

HRID 2267865Notes

Reaction equation

HRID 2267865 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-78b97d423cf84e66903bab9148e923a1
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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