Bromopinacolone → 3-(3,3-Dimethyl-2-oxobutyl)-2.4.5-trimethylthiazol-3-ium bromide

HRID 448088Notes

Reaction equation

HRID 448088 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH3:8])=[C:5]([CH3:7])[N:6]=1.[Br:9][CH2:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13]>C(#N)C>[Br-:9].[CH3:13][C:12]([CH3:15])([CH3:14])[C:11](=[O:16])[CH2:10][N+:6]1[C:5]([CH3:7])=[C:4]([CH3:8])[S:3][C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 21642BromopinacoloneHCID 616532,4,5-Trimethylthiazole

Product 1

HCID 866237583-(3,3-Dimethyl-2-oxobutyl)-2.4.5-trimethylthiazol-3-ium bromideYield 91.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2,4,5-trimethylthiazole (640 mg, 5 mmol) and 1-bromo-3,3-dimethylbutan-2-one (1.8 g, 10 mmol) in anhydrous acetonitrile (20 mL) was stirred at 60° C. for 5 h. The mixture was then concentrated under reduced pressure, the residue was triturated with anhydrous ethyl ether and the solid was filtered and dried under reduced pressure to provide 1.4 g of the crude title compound.

Workup

  1. concentrationThe mixture was then concentrated under reduced pressure
  2. customthe residue was triturated with anhydrous ethyl ether
  3. filtrationthe solid was filtered
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-a7abddcb3d8d4a3caae50e5c40e12f68
Source dataset
uspto-grants-2013_07
Patent number
US08481574B2

Reaction notes

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