Water → (2-fluoro-4-(1H-pyrazol-1-yl)phenyl)methanol

HRID 629407Notes

Reaction equation

HRID 629407 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1[CH:17]=[C:16]([N:18]2[CH:22]=[CH:21][CH:20]=[N:19]2)[CH:15]=[CH:14][C:9]=1[C:10](OC)=[O:11].O>C1COCC1>[F:7][C:8]1[CH:17]=[C:16]([N:18]2[CH:22]=[CH:21][CH:20]=[N:19]2)[CH:15]=[CH:14][C:9]=1[CH2:10][OH:11]

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 118468121methyl 2-fluoro-4-(1H-pyrazol-1-yl)benzoate

Product 1

HCID 59028616(2-fluoro-4-(1H-pyrazol-1-yl)phenyl)methanolYield 91.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of lithium aluminium hydride (0.16 g) in THF (5.50 mL) was added a solution of methyl 2-fluoro-4-(1H-pyrazol-1-yl)benzoate (0.89 g) in THF (5.50 mL) under ice-cooling, and the mixture was stirred for 1 hr. To the reaction solution was added water, the insoluble substance was removed by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (0.71 g) as a crude product.

Workup

  1. temperaturecooling
  2. customthe insoluble substance was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0ca73cf487f0421a9fdfd3b7429e8ba9
Source dataset
uspto-grants-2016_04
Patent number
US09315458B2

Reaction notes

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