Methanol → HCID 19806576, compound

HRID 1681385Notes

Reaction equation

HRID 1681385 reaction equation
[CH3:1][C:2]1[N:3]([C:7]2[CH:8]=[CH:9][C:10]([N+:15]([O-:17])=[O:16])=[C:11]([CH:14]=2)[CH:12]=[O:13])[CH:4]=[CH:5][N:6]=1.CO.[BH4-].[Na+]>O>[CH3:1][C:2]1[N:3]([C:7]2[CH:8]=[CH:9][C:10]([N+:15]([O-:17])=[O:16])=[C:11]([CH:14]=2)[CH2:12][OH:13])[CH:4]=[CH:5][N:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 19806562HCID 19806562, compound

Product 1

HCID 19806576HCID 19806576, compoundYield 102.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 5-(2-methylimidazol-1-yl)-2-nitrobenzaldehyde (349 mg) and methanol (5.0 ml) was added slowly sodium borohydride (114 mg) at 0° C. and the mixture was stirred at room temperature for 4 hours. Methanol was distilled at reduced pressure to give a residue. Water was added to the residue and the mixture was stirred at room temperature for 30 minutes, filtered and dried to give 360 mg (100%) of the title compound.

Workup

  1. distillationMethanol was distilled at reduced pressure
  2. customto give a residue
  3. stirringthe mixture was stirred at room temperature for 30 minutes
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-5b3e3e6868734fd7b2f47cea2a0ba4cc
Source dataset
uspto-grants-1992_12
Patent number
US05171851

Reaction notes

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