3-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-acrylic Acid Tert-butyl Ester → 3-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-acrylic Acid

HRID 1873765Notes

Reaction equation

HRID 1873765 reaction equation
C([O:5][C:6](=[O:21])[CH:7]=[CH:8][C:9]1[S:10][CH:11]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[N:13]=1)(C)(C)C>FC(F)(F)C(O)=O>[F:20][C:17]1[CH:16]=[CH:15][C:14]([C:12]2[N:13]=[C:9]([CH:8]=[CH:7][C:6]([OH:21])=[O:5])[S:10][CH:11]=2)=[CH:19][CH:18]=1

Participants

3

Reactant 1

HCID 687147063-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-acrylic Acid Tert-butyl Ester

Product 1

HCID 687134823-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-acrylic Acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The crude product obtained in step (b) was stirred with 10 ml of 90% trifluoroacetic acid at room temperature for 1 h. After concentration, the residue was dissolved in a dilute sodium hydroxide solution and extracted with ethyl acetate. The aqueous phase was acidified with hydrochloric acid, and the precipitated product was filtered off with suction and dried. Yield: 1.52 g.

Workup

  1. concentrationAfter concentration
  2. dissolutionthe residue was dissolved in a dilute sodium hydroxide solution
  3. extractionextracted with ethyl acetate
  4. filtrationthe precipitated product was filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-05e655d409af4f5dac7d1ada2d1e7ccc
Source dataset
uspto-grants-2012_11
Patent number
US08304438B2

Reaction notes

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