4-Bromo-1,1,2-trifluorobut-1-ene → HCID 14878233, compound

HRID 373135Notes

Reaction equation

HRID 373135 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([S-:10])=[N:2]1.[K+].Br[CH2:13][CH2:14][C:15]([F:19])=[C:16]([F:18])[F:17]>CN(C)C=O>[F:19][C:15](=[C:16]([F:18])[F:17])[CH2:14][CH2:13][S:10][C:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1][N:2]=1

Participants

4

Reactant 2

HCID 663334-Bromo-1,1,2-trifluorobut-1-eneHCID 23709169HCID 23709169, compound

Product 1

HCID 14878233HCID 14878233, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

2.05 g (0.01 mol) Potassium 1,2-benzoisothiazole-3-thiolate was suspended in 25 ml dimethylformamide. At a temperature of 20° C., a solution of 2.3 g (0.01 mol) 4-bromo-1,1,2-trifluorobut-1-ene in 10 ml dimethylformamide was added dropwise. The mixture was then stirred for 2 hours at room temperature. The mixture was added to 300 ml ice/water and extracted several times with ethyl acetate. The organic phase was dried over magnesium sulphate, filtered and concentrated. The residual oil was purified by silica gel column chromatography (eluent: hexane/diethyl ether 9:1).

Workup

  1. extractionextracted several times with ethyl acetate
  2. dry with materialThe organic phase was dried over magnesium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residual oil was purified by silica gel column chromatography (eluent: hexane/diethyl ether 9:1)

Sources & evidence

ORD record
ord-cc17e0897a5340c0bd47f96e15824427
Source dataset
uspto-grants-1992_11
Patent number
US05162351

Reaction notes

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