Sodium borohydride → HCID 54509110, compound

HRID 1073910Notes

Reaction equation

HRID 1073910 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, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.3 g 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-6db18914f448424d8fd33bb5b05d5ed6
Source dataset
uspto-grants-1990_11
Patent number
US04971982

Reaction notes

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