4-Bromo-1,1-difluorobut-1-ene → 4,4-Difluorobut-3-enyl thioacetate
Reaction equation
[C:1]([O-:4])(=[S:3])[CH3:2].[K+].Br[CH2:7][CH2:8][CH:9]=[C:10]([F:12])[F:11]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:1]([O:4][CH2:7][CH2:8][CH:9]=[C:10]([F:12])[F:11])(=[S:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Potassium thioacetate (1.98 g), 4-bromo-1,1-difluorobut-1-ene (3.0 g) and tetra-n-butylammonium bromide (0.3 g, catalyst) were stirred at the ambient temperature under nitrogen for 5 hours and stored for 18 hours. The mixture was distilled using a Kugelrohr apparatus to give 4,4-difluorobut-3-enyl thioacetate as a colourless liquid (1.12 g); 1H NMR; δ 2.25(2H,m); 2.30(3H,s); 2.90(2H,t); 4.20(1H,m); (bp 115° C. at 120 mmHg).
Workup
- distillationThe mixture was distilled
Sources & evidence
- ORD record
- ord-558c03d7f31842ddaf8c340c0ad0e533
- Source dataset
- uspto-grants-1999_09
- Patent number
- US05952359
Reaction notes
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