Lithium Hydroxide → HCID 22481629, compound

HRID 411645Notes

Reaction equation

HRID 411645 reaction equation
C([O:3][C:4]([C:6]1[S:10][CH:9]=[N:8][C:7]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#[N:19])[CH:13]=1)=[O:5])C.[Li+].[OH-].C1COCC1>Cl>[C:18]([C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[O:11][C:7]1[N:8]=[CH:9][S:10][C:6]=1[C:4]([OH:5])=[O:3])#[N:19]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 20583522HCID 20583522, compound

Product 1

HCID 22481629HCID 22481629, compoundYield 76.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 375 mg (1.4 mmol) 4-(3-cyano-phenoxy)-thiazole-5-carboxylic acid ethyl ester, 1.4 ml 1M LiOH, and 10 mL of THF was stirred for 18 hours at room temperature. The mixture was concentrated via rotary evaporation to yield yellow oil. The oil was diluted with 1N HCl (30 mL) precipitating a white solid. The solid was filtered then dried in a drying pistol giving 265 mg of white powder.

Workup

  1. concentrationThe mixture was concentrated via rotary evaporation
  2. customto yield yellow oil
  3. customprecipitating a white solid
  4. filtrationThe solid was filtered
  5. customthen dried in a drying pistol

Sources & evidence

ORD record
ord-0ebe79dc6132440fbfa7841e6eabdcee
Source dataset
uspto-grants-2003_05
Patent number
US06559168B2

Reaction notes

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