1-(Pyridazin-3-yl)ethan-1-one → 1-(Pyridazin-3-yl)ethan-1-ol

HRID 2041321Notes

Reaction equation

HRID 2041321 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=[O:9])[CH3:8])[N:2]=1.[BH4-].[Na+]>CO>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([OH:9])[CH3:8])[N:2]=1

Participants

4

Reactant 2

HCID 3527551-(Pyridazin-3-yl)ethan-1-oneHCID 4311764Sodium borohydride

Product 1

HCID 151975111-(Pyridazin-3-yl)ethan-1-olYield 93.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1-pyridazin-3-yl-ethanone (1.4 g, 11.2 mmol) in methanol (112 mL) add sodium borohydride (0.85 g, 22.5 mmol) at 0° C. and stir for 1 h at ambient temperature. Evaporate the mixture and purify by chromatography on silica gel eluting with EtOAc:hexane (1:1 to 1:0) and methanol:EtOAc (0:1 to 1:9) to obtain the title compound (1.3 g, 93%).

Workup

  1. customEvaporate the mixture
  2. custompurify by chromatography on silica gel eluting with EtOAc:hexane (1:1 to 1:0) and methanol:EtOAc (0:1 to 1:9)

Sources & evidence

ORD record
ord-215d95c37523493fac0679b999dee544
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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