Sodium Hydroxide → HCID 23153662, compound

HRID 1990770Notes

Reaction equation

HRID 1990770 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[C:17]([C:20](OCC)=[O:21])[NH:18][N:19]=2)=[CH:11][CH:10]=1.[OH-].[Na+]>O1CCCC1>[CH3:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:16]=[C:17]([CH2:20][OH:21])[NH:18][N:19]=2)=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 5891423-(4-Methoxyphenyl)-1H-pyrazole-5-carboxylic acid ethyl esterHCID 21226445Aluminium lithium hydride

Product 1

HCID 23153662HCID 23153662, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

With cooling with ice, 890 mg (18.8 mmol) of lithium aluminium hydride was added to a tetrahydrofuran solution (30 ml) of 2.31 g (9.4 mmol) of the obtained ethyl 5-(4-methoxyphenyl)-2H-pyrazole-3-carboxylate, and the reaction liquid was stirred for 1 hour with cooling with ice. Aqueous 2 N sodium hydroxide solution was added to the reaction liquid, extracted with ethyl acetate, and the organic layer was washed with saturated saline water. This was dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 1.67 g (yield: 87%) of [5-(4-methoxyphenyl)-2H-pyrazol-3-yl]-methanol as a white solid.

Workup

  1. customthe reaction liquid
  2. temperaturewith cooling with ice
  3. extractionextracted with ethyl acetate
  4. washthe organic layer was washed with saturated saline water
  5. dry with materialThis was dried with anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4da2e61d52e544c3a2f256e678b467e9
Source dataset
uspto-grants-2010_01
Patent number
US07645756B2

Reaction notes

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