Methanol → HCID 20655630, compound

HRID 1977290Notes

Reaction equation

HRID 1977290 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]=[O:17])=[CH:12][CH:11]=2)[CH:9]=1)=[O:4].CO.O1CCCC1.[BH4-].[Na+]>C(OCC)(=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][CH:11]=2)[CH:9]=1)=[O:4]

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 57286669HCID 57286669, compound

Product 1

HCID 20655630HCID 20655630, compoundYield 103.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-(4-formylphenyl)-1H-pyrazol-4-carboxylic acid methyl ester (1.00 g), methanol (10 ml) and tetrahydrofuran (25 ml) was treated with sodium borohydride at 0° C. After 15 minutes, the mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over magnesium sulfate, filtered, and concentrated by evaporation to give 1-(4-hydroxymethylphenyl)-1H-pyrazol-4-carboxylic acid methyl ester (1.04 g).

Workup

  1. washwashed with water
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-5cfc34d74a2247a8829e425dc30d7412
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Reaction notes

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