Methanol → HCID 67379411, compound

HRID 1916446Notes

Reaction equation

HRID 1916446 reaction equation
[CH3:1][C:2]1[CH2:6][CH:5]([CH3:7])[N:4]([CH2:8][C:9]([O:11]CC)=[O:10])[N:3]=1.[OH-].[Li+].CO.[Cl-].[NH4+]>O.O1CCCC1>[CH3:1][C:2]1[CH2:6][CH:5]([CH3:7])[N:4]([CH2:8][C:9]([OH:11])=[O:10])[N:3]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 3939Lithium HydroxideHCID 25517Ammonium ChlorideHCID 67378927ethyl 4,5-dihydro-3,5-dimethyl-1H-pyrazole-1-acetate2×

Product 1

HCID 67379411HCID 67379411, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 4,5-dihydro-3,5-dimethyl-1H-pyrazole-1-acetate (i.e. the product of Step A) (0.26 g, 0.0014 mol) and lithium hydroxide (0.072 g, 3 mmol) in a solution of methanol (2 mL), tetrahydrofuran (2 mL) and water (2 mL) was stirred overnight at room temperature. Saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was concentrated under reduced pressure. The resulting residue was dissolved in ethyl acetate, and the organic layer was concentrated under reduced pressure to provide the title compound as a colorless oil (0.10 g).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. dissolutionThe resulting residue was dissolved in ethyl acetate
  3. concentrationthe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f2809109037f46f0b064a1ee24932d76
Source dataset
uspto-grants-2013_12
Patent number
US08618137B2

Reaction notes

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