Table 1.
A comparison with other references
| Ref 3 | Ref 2 |
Ref 6
|
Present work | ||||
|---|---|---|---|---|---|---|---|
| Two step process | Single pot process | ||||||
| Chloromethylation Step | Mixing | AlCl3 (mol) | 0.139 c | 64.54 | 0.139 c | 32.37 | 0.26 |
| HFIP (mol) | 0.139 c | 64.54 | 0.139 c | 32.37 | 0.24 | ||
| 1,3,5-Trioxane (mol) | 0.047 c | 21.58 | 0.046 c | 10.79 | 0.08 | ||
| Reaction Time (h) | 24 | 24 | 20 f | Did not mention | 4 | ||
| HCl gas a | Evaluated | Absorbed d | Evaluated | Absorbed d | Reused i | ||
| Monitoring the reaction | By GC | By GC | By GC | By GC | By 19F NMR | ||
| Quenching | HCl 6N (L) | 0.050 | 26.6 | 0.050 g | 13.3 | 0.040 | |
| Water (L) | Did not mention clearly | 10 | 0.050 | 5 | 0.040 | ||
| Aqueous Phase b | Did not mention | Siphoned off | Did not mention | Siphoned off | Analyzed by 19F NMR j | ||
| Quenching Time | Did not mention | Did not mention | Did not mention clearly | Did not mention | 50 minuets k | ||
| Fluorination Step | SVC (mol) | 0.010 | Did not mention e | 0.010 | Did not mention e | 0.18 | |
| KF (mol) | 0.040 | Did not mention | 0.040 | 97.26 | 0.22 | ||
| PEG-400 (L) | 0.010 | 32 | ------ h | 16 | 0.050 | ||
Produced during the reaction.
Produced by washing the mixture.
The number is rounded. dBy scrubbers containing water.
The SVC didn’t separate because this reaction has been described as a one-vessel process.
The reaction didn’t completed at this time because the mixture still had a little (<5% quantitatively) amount of bis-HFIP-acetal.
Cold (-20 °C.).
diethylene glycol was used as a solvent (0.010 L).
The HCl gas was directed to a water bath and, after pH adjustment, was used for quenching the chloromethylation step.
The aqueous phase contains some SVC that was extracted by a solvent.
The quenching time depends on the reaction scale.