HCID 21051237, compound → HCID 59556379, compound

HRID 1172688Notes

Reaction equation

HRID 1172688 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[S:5][C:6]=1[CH:7]([OH:12])[CH2:8][CH2:9][CH2:10][CH3:11]>ClCCl.[O-2].[Mn+4].[O-2]>[CH3:1][C:2]1[N:3]=[C:4]([C:13]2[CH:14]=[CH:15][C:16]([C:19]([F:22])([F:20])[F:21])=[CH:17][CH:18]=2)[S:5][C:6]=1[C:7](=[O:12])[CH2:8][CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 1

HCID 21051237HCID 21051237, compound

Product 1

HCID 59556379HCID 59556379, compoundYield 80.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

1.50 g 1-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-pentan-1-ol were dissolved in 30 ml dichloromethane. 5.46 g manganese(IV)oxide (activated on charcoal) were added and the resulting mixture was heated under reflux for 2.5 hours. The cooled reaction mixture was filtered through a pad of celite. The filtrate was evaporated in vacuo to obtain 1.2 g 1-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-pentan-1-one as an oil.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 2.5 hours
  3. customThe cooled reaction mixture
  4. filtrationwas filtered through a pad of celite
  5. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-0dbf15afc1f04f3fb3688679175ee3c8
Source dataset
uspto-grants-2010_11
Patent number
US07834030B2

Reaction notes

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