Reaction #65969

Reaction equation

KOH

ethanol

2-bromo-1-(pentafluorocyclopropyl)ethane

→

product

Yield 57.3%

vinylpentafluorocyclopropane

Yield 57.3%

Solvents

water

Conditions

Workup

1. 1
   Otherat 70° C
2. 2
   workup.ADDITIONDuring the addition, volatiles
3. 3
   Otherwere collected in a -78° C. trap
4. 4
   workup.ADDITIONAfter the addition
5. 5
   workup.DISTILLATIONwas distilled

Procedure

To a stirred solution of 18.0 g of KOH, 15 mL of ethanol and 20 mL of water was slowly added 24.0 g of 2-bromo-1-(pentafluorocyclopropyl)ethane at 70° C. During the addition, volatiles were collected in a -78° C. trap. After the addition was complete, the reaction mixture was stirred at 70° C. for an additional two hours until collection of all volatiles, which was distilled to give 9.1 g of product, bp 30° C. 19F NMR: -152.3 (dt, J=195.4 Hz, J=9.8 Hz, 2F), -156.0 (dm, J=195.6 Hz, 2F), -210.7 (t, J=7.7 Hz, 1F). 1H NMR: 5.86-5.73 (m, 2H), 5.70-5.65 (m, 1H).

Source