Lithium Hydroxide → HCID 66766818, compound

HRID 2195521Notes

Reaction equation

HRID 2195521 reaction equation
[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[C:14]([O:16]CC)=[O:15])[N:10]([CH3:19])[N:9]=[CH:8]2.[Li+].[OH-]>C1COCC1.O>[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[C:14]([OH:16])=[O:15])[N:10]([CH3:19])[N:9]=[CH:8]2

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66766794HCID 66766794, compound

Product 1

HCID 66766818HCID 66766818, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution of ethyl 5-(2-fluoro-4-nitrophenoxy)-1-methyl-1H-indazole-6-carboxylate (1.19 g, 3.5 mmol) in THF/H2O (15 mL/5 mL) is added LiOH (0.2 g, 8.3 mmol). After the reaction is stirred at RT for 2 hours, the solvents are removed. The residue is acidified with 2N HCl to pH 5, and extracted with EtOAc (50 mL). The organic phase is washed with saturated aqueous sodium chloride, dried and concentrated to give the product (1.1 g, 100% yield). MS (m/z): 332.0 (M+H).

Workup

  1. customthe solvents are removed
  2. extractionextracted with EtOAc (50 mL)
  3. washThe organic phase is washed with saturated aqueous sodium chloride
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-7a48e5440a29431fa8c70a752ff847c6
Source dataset
uspto-grants-2012_12
Patent number
USRE043878E1

Reaction notes

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