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. 2015 Summer;14(3):733–738.

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
a

Produced during the reaction.

b

Produced by washing the mixture.

c

The number is rounded. dBy scrubbers containing water.

e

The SVC didn’t separate because this reaction has been described as a one-vessel process.

f

The reaction didn’t completed at this time because the mixture still had a little (<5% quantitatively) amount of bis-HFIP-acetal.

g

Cold (-20 °C.).

h

diethylene glycol was used as a solvent (0.010 L).

i

The HCl gas was directed to a water bath and, after pH adjustment, was used for quenching the chloromethylation step.

j

The aqueous phase contains some SVC that was extracted by a solvent.

k

The quenching time depends on the reaction scale.