Hydrochloric Acid → HCID 178499459, compound

HRID 1650397Notes

Reaction equation

HRID 1650397 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH2:7][C:8]([OH:10])=[O:9])[NH:4][N:3]=1.Cl.[CH3:12]O>>[CH3:12][O:9][C:8](=[O:10])[CH2:7][C:5]1[NH:4][N:3]=[C:2]([CH3:1])[CH:6]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 178425909HCID 178425909, compound

Product 1

HCID 178499459HCID 178499459, compoundYield 70%

Procedure

A solution of 3-methyl-5-pyrazoleacetic acid (5.0 g, 35.7 mmol) [see C. Ainsworth, J. Amer. Chem. Soc., 76, 3172 (1954)] in methanol (50 mL) is saturated with HCl gas. The mixture is warmed to reflux for 5 hours, after which the solution is concentrated. The solid residue is taken up in chloroform and washed with 0.5N aqueous sodium bicarbonate, dried over MgSO4, and evaporated to afford 3-methyl-5-pyrazoleacetic acid methyl ester (3.9 g, 70%) sufficiently pure for further use.

Workup

  1. temperatureThe mixture is warmed
  2. temperatureto reflux for 5 hours
  3. concentrationafter which the solution is concentrated
  4. washwashed with 0.5N aqueous sodium bicarbonate
  5. dry with materialdried over MgSO4
  6. customevaporated

Sources & evidence

ORD record
ord-fb0f3195cbdc4edfb2b2d325197ebcaf
Source dataset
uspto-grants-1990_05
Patent number
US04924002

Reaction notes

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