Water → HCID 22175152, compound

HRID 277147Notes

Reaction equation

HRID 277147 reaction equation
[CH2:1]([O:8][C:9]1[N:13]([CH3:14])[N:12]=[CH:11][C:10]=1[C:15]([O:17]CC)=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O[Li].O.O>C1COCC1.CO>[CH2:1]([O:8][C:9]1[N:13]([CH3:14])[N:12]=[CH:11][C:10]=1[C:15]([OH:17])=[O:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 22175091HCID 22175091, compound

Product 1

HCID 22175152HCID 22175152, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 5-benzyloxy-1-methylpyrazole-4-carboxylate (755 mg, 2.9 mmol) was likewise hydrolyzed using LiOH.H2O (243 mg, 5.8 mmol) in THF (20 mL), MeOH (4 mL), and water (10 mL), to afford 608 mg of 5-benzyloxy-1-methyl-4-carboxylic acid (25) as a white solid, m.p. 117-122° C.

Sources & evidence

ORD record
ord-beae0c58689b41c0bf7d6f8915253675
Source dataset
uspto-grants-2002_03
Patent number
US06355660B1

Reaction notes

Loading…