Sodium borohydride → HCID 54509110, compound

HRID 892548Notes

Reaction equation

HRID 892548 reaction equation
[C:1]([C:3]1[CH:23]=[CH:22][C:6]([O:7][C:8]([CH3:21])([CH3:20])[C:9](=[O:19])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[N+:12]=2[O-:18])=[CH:5][CH:4]=1)#[N:2].[BH4-].[Na+]>C(O)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:7][C:8]([CH3:21])([CH3:20])[CH:9]([OH:19])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[N+:12]=2[O-:18])=[CH:22][CH:23]=1)#[N:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 53697095HCID 53697095, compound

Product 1

HCID 54509110HCID 54509110, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.3 q of 2-[3-(4-cyanophenoxy)-3-methyl-2-oxobutyl]-6-methylpyridine N-oxide in 160 ml of ethanol were treated with 0.96 g of sodium borohydride and the mixture was stirred for 30 minutes. The solvent was removed by evaporation and the residue was taken up in water and dichloromethane. The organic phase was separated, dried over sodium sulphate and evaporated. The residue was crystallized from diethyl ether to give 7.1 g of 2-[3-(4-cyanophenoxy)-2-hydroxy-3-methylbutyl]-6-methylpyridine N-oxide of melting point 89°-92° C.

Workup

  1. customThe solvent was removed by evaporation
  2. customThe organic phase was separated
  3. dry with materialdried over sodium sulphate
  4. customevaporated
  5. customThe residue was crystallized from diethyl ether

Sources & evidence

ORD record
ord-dd707c7b66b145daa0ab22fb4802b1d9
Source dataset
uspto-grants-1992_06
Patent number
US05118694

Reaction notes

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