Water → 3-(1-Methyl-1H-pyrazol-4-yl)propan-1-ol

HRID 2288223Notes

Reaction equation

HRID 2288223 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH2:7][CH2:8][C:9](OCC)=[O:10])[CH:4]=[N:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:1][N:2]1[CH:6]=[C:5]([CH2:7][CH2:8][CH2:9][OH:10])[CH:4]=[N:3]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 18703402Ethyl 3-(1-methyl-1h-pyrazol-4-yl)propanoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 188014053-(1-Methyl-1H-pyrazol-4-yl)propan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To an ice-cooled solution of ethyl 3-(1-methyl-1H-pyrazol-4-yl)propionate (1.05 g) in tetrahydrofuran (10 ml) was added lithium aluminum hydride (0.22 g) under nitrogen atmosphere After the mixture was stirred for 30 minutes, water and 15% sodium hydroxide aqueous solution were added successively to the mixture. The resulting precipitates were filtered off through Celite® pad and the filtrate was extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate and concentrated under reduced pressure to give 3-(1-methyl-1H-pyrazol-4-yl)-1-propanol.

Workup

  1. customThe resulting precipitates
  2. filtrationwere filtered off through Celite® pad
  3. extractionthe filtrate was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1365775ca0334409a57305cc96abcc04
Source dataset
uspto-grants-2000_07
Patent number
US06087357

Reaction notes

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