1,2-Dibromoethane → HCID 18432355, compound

HRID 2267999Notes

Reaction equation

HRID 2267999 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][C:8]1[C:13](=[S:14])[CH2:12][CH:11]=[CH:10][C:9]=1[C:15]([O:17][CH3:18])=[O:16].[Br:19][CH2:20][CH2:21]Br>CC(C)=O>[Br:19][CH2:20][CH2:21][S:14][C:13]1[C:8]([CH3:7])=[C:9]([CH:10]=[CH:11][CH:12]=1)[C:15]([O:17][CH3:18])=[O:16]

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 18432362HCID 18432362, compound

Product 1

HCID 18432355HCID 18432355, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

30.3 g (0.22 mol) of potassium carbonate were added to 40.0 g (0.22 mol) of methyl 3-thio-2-methylbenzoate in 500 ml of acetone, and 82.6 g (0.22 mol) of 1,2-dibromoethane were added dropwise. After 10 hours of stirring at room temperature, the solvent was distilled off, the residue was taken up in water/ethyl acetate and the organic phase was dried and concentrated. The oil that remained was chromatographed over silica gel using ethyl acetate/cyclohexane=1/10.

Workup

  1. additionwere added dropwise
  2. distillationthe solvent was distilled off
  3. customthe organic phase was dried
  4. concentrationconcentrated
  5. customThe oil that remained was chromatographed over silica gel

Sources & evidence

ORD record
ord-7698295480c84005a120689825c1de0d
Source dataset
uspto-grants-2001_12
Patent number
US06326333B1

Reaction notes

Loading…