Water → HCID 18411543, compound

HRID 992210Notes

Reaction equation

HRID 992210 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[N:7]1([C:12]2[S:13][CH:14]=[C:15]([C:17](OCC)=[O:18])[N:16]=2)[CH:11]=[CH:10][CH:9]=[N:8]1.[OH-].[Na+].O>C1COCC1>[N:7]1([C:12]2[S:13][CH:14]=[C:15]([CH2:17][OH:18])[N:16]=2)[CH:11]=[CH:10][CH:9]=[N:8]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 18411534HCID 18411534, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18411543HCID 18411543, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

LiAlH4 (247 mg; 6.49 mmol) was added in 20 mg portions over 30 minutes to a solution of ethyl 2-pyrazol-1-ylthiazole-4-carboxylate (1.45 g; 6.49 mmol) in anhydrous THF (20 ml) cooled to 0° C. and under nitrogen. After 30 minutes, 10% NaOH (about 5 ml) and water (about 5 ml) were added to the reaction mixture. The mixture was stirred for 30-45 minutes, filtered through Celite and evaporated, and the residue was taken up in saline solution and ethyl acetate. Drying and evaporation under vacuum gave (2-pyrazol-1 -ylthiazole-4-yl)methanol (1.13 g; 96% yield).

Workup

  1. filtrationfiltered through Celite
  2. customevaporated
  3. customDrying
  4. customevaporation under vacuum

Sources & evidence

ORD record
ord-f0ebc64b6c664cc58c44edc8ff59399c
Source dataset
uspto-grants-2002_10
Patent number
US06468979B1

Reaction notes

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