Methanol → HCID 68695108, compound

HRID 1157679Notes

Reaction equation

HRID 1157679 reaction equation
C[C:2]([CH3:16])([CH2:12][N+:13]([O-:15])=[O:14])[CH2:3][C:4]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5].[BH4-].[Na+].[CH3:19]O>>[CH3:16][CH:2]([CH2:12][N+:13]([O-:15])=[O:14])[CH2:3][C:4]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)([OH:5])[CH3:19]

Participants

4

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 59511931HCID 59511931, compound

Product 1

HCID 68695108HCID 68695108, compoundYield 85%

Procedure

To a solution of 3,3-dimethyl-4-nitro-1-pyridin-3-yl-butan-1-one (1 g, 4.5 mmol) in methanol (6 mL) under nitrogen add sodium borohydride (684 mg, 18 mmol). Stir at room temperature for 2 h, evaporate the methanol, dissolve in ethyl acetate and wash with water. Dry the organic layer over anhydrous sodium sulfate and concentrate to obtain 860 mg (85%) of the title compound.

Workup

  1. customevaporate the methanol
  2. dissolutiondissolve in ethyl acetate
  3. washwash with water
  4. dry with materialDry the organic layer over anhydrous sodium sulfate
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-09e13880759e44b3a96da301fa7066a1
Source dataset
uspto-grants-2010_10
Patent number
US07807691B2

Reaction notes

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