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

HRID 1677314Notes

Reaction equation

HRID 1677314 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-1a9e0dd7b8564d439424007002d08d26
Source dataset
uspto-grants-2011_08
Patent number
US08008313B2

Reaction notes

Loading…