Reaction #502058

Reaction equation

toluene

sulfuric acid

n-butanol

→

n-Butyl Acrylate

Conditions

Workup

1. 1
   OtherA typical cleavage reaction
2. 2
   workup.ADDITIONby dispersing 0.1602 g
3. 3
   OtherSolvent was removed by rotary evaporation under reduced pressure
4. 4
   workup.ADDITIONThe residual solid was dispersed into 100 mL CHCl3
5. 5
   Extractionextracted with water three times
6. 6
   Otherto remove any sulfuric acid
7. 7
   FiltrationThe organic dispersion was filtered through a 0.2 μm Nylon membrane
8. 8
   Washwashed with CHCl3
9. 9
   workup.DISTILLATIONThe filtrate was distilled under reduced pressure
10. 10
    Otherto remove the solvent
11. 11
    Otherdried in vacuum overnight at 40° C

Procedure

A typical cleavage reaction was performed by dispersing 0.1602 g GCNF-PBA3 into 100 mL toluene followed by adding 100 mL n-butanol and 5 mL concentrated sulfuric acid and refluxing the mixture at 100° C. for 9 days. Solvent was removed by rotary evaporation under reduced pressure. The residual solid was dispersed into 100 mL CHCl3 and extracted with water three times to remove any sulfuric acid. The organic dispersion was filtered through a 0.2 μm Nylon membrane and washed with CHCl3. The filtrate was distilled under reduced pressure to remove the solvent and dried in vacuum overnight at 40° C. Molecular weight and polydispersity of the cleaved PBA were measured by GPC. (Mw=31,300, Mw/Mn=1.73)

Source