HCID 54077336, compound → HCID 18974399, compound

HRID 976250Notes

Reaction equation

HRID 976250 reaction equation
C([O:8][C:9]1[C:10]([CH3:20])=[N:11][N:12]([CH3:19])[C:13]=1[CH2:14][C:15]([O:17][CH3:18])=[O:16])C1C=CC=CC=1>CO.[Pd]>[CH3:19][N:12]1[C:13]([CH2:14][C:15]([O:17][CH3:18])=[O:16])=[C:9]([OH:8])[C:10]([CH3:20])=[N:11]1

Participants

4

Reactant 1

HCID 54077336HCID 54077336, compound

Product 1

HCID 18974399HCID 18974399, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 10.3 g (37.5 mmol) of methyl (4-benzyloxy-1,3-dimethylpyrazol-5-yl)acetate in 200 ml of methanol is hydrogenated in the presence of 1 g of 10% Pd/C. When the reaction is complete, the reaction mixture is filtered and the filtrate is concentrated under vacuum. The residue is recrystallised from dichloromethane/n-hexane, giving methyl (1,3-dimethyl-4-hydroxypyrazol-5-yl)acetate; m.p. 119°-120° C.

Workup

  1. filtrationthe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated under vacuum
  3. customThe residue is recrystallised from dichloromethane/n-hexane

Sources & evidence

ORD record
ord-920003987eb244d4b9c087eef2a53331
Source dataset
uspto-grants-1997_03
Patent number
US05612338

Reaction notes

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