Potassium Carbonate → 2-Isopropyl-4-methoxy-5-thiazol-4-yl-phenol

HRID 81813Notes

Reaction equation

HRID 81813 reaction equation
[CH:1]([C:4]1[C:9](S(C2C=CC(C)=CC=2)(=O)=O)=[CH:8][C:7]([C:20]2[N:21]=[CH:22][S:23][CH:24]=2)=[C:6]([O:25][CH3:26])[CH:5]=1)([CH3:3])[CH3:2].C([O-])([O-])=[O:28].[K+].[K+]>CO>[CH:1]([C:4]1[CH:5]=[C:6]([O:25][CH3:26])[C:7]([C:20]2[N:21]=[CH:22][S:23][CH:24]=2)=[CH:8][C:9]=1[OH:28])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 595986244-[4-Isopropyl-2-methoxy-5-(toluene-4-sulfonyl)-phenyl]-thiazole

Product 1

HCID 595986332-Isopropyl-4-methoxy-5-thiazol-4-yl-phenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-[4-Isopropyl-2-methoxy-5-(toluene-4-sulfonyl)-phenyl]-thiazole (1.0 g, 2.27 mmol) and K2CO3 (1.6 g, 11.34 mmol) in anhydrous MeOH (10 ml) was refluxed for 8 hrs. Solvent was removed in vacuo and the residue was partitioned between methylene chloride and water. The combined organic extract was dried over Na2SO4, filtered, and concentrated to give 2-Isopropyl-4-methoxy-5-thiazol-4-yl-phenol.

Workup

  1. temperaturewas refluxed for 8 hrs
  2. customSolvent was removed in vacuo
  3. customthe residue was partitioned between methylene chloride and water
  4. extractionThe combined organic extract
  5. dry with materialwas dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-311695ba35814429a054687ef7e25fa7
Source dataset
uspto-grants-2014_09
Patent number
US08846705B2

Reaction notes

Loading…