Sodium borohydride → HCID 20330482, compound

HRID 918563Notes

Reaction equation

HRID 918563 reaction equation
[CH3:1][C:2]1[C:7]([O:8][C:9](=[O:11])[CH3:10])=[C:6]([CH:12]=[O:13])[C:5]([CH2:14][O:15][C:16](=[O:18])[CH3:17])=[CH:4][N:3]=1.[BH4-].[Na+]>C(OCC)C>[CH3:1][C:2]1[C:7]([O:8][C:9](=[O:11])[CH3:10])=[C:6]([CH2:12][OH:13])[C:5]([CH2:14][O:15][C:16](=[O:18])[CH3:17])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20330526HCID 20330526, compound

Product 1

HCID 20330482HCID 20330482, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

One equivalent of 2-methyl-3-acetoxy-4-formyl-5-acetoxymethylpyridine in 1 liter of anhydrous diethyl ether is treated with 1.5 equivalents of sodium borohydride and aged 3 hours at room temperature. The reaction mixture is quenched on excess aqueous ammonium chloride solution and the ether layer is separated. After magnesium sulfate drying, concentration in vacuo gives the desired product.

Workup

  1. customThe reaction mixture is quenched on excess aqueous ammonium chloride solution
  2. customthe ether layer is separated
  3. concentrationAfter magnesium sulfate drying, concentration in vacuo

Sources & evidence

ORD record
ord-e901f759e0434de4bfe349b447664270
Source dataset
uspto-grants-1976_07
Patent number
US03971797

Reaction notes

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