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33185-56-7

2-[(trifluoromethyl)sulfanyl]phenol synthesis

3synthesis methods
-

Yield:33185-56-7 57%

Reaction Conditions:

with sodium dihydrosulfite;triethylamine in lithium hydroxide monohydrate;acetonitrile at -20 - 25;Inert atmosphere;

Steps:

4.2. General procedure

General procedure: Acetonitrile (150 mL), thiophenol (25 g, 227 mmol, 1 equiv.) andtriethylamine (25.3 g, 250 mmol, 1.1 equiv.) were placed in the flasksuccessively under stirring. The reaction mixture was cooled to -20 Cand the argon atmosphere was pumped out. A rubber balloon chargedwith CF3I (49 g, 250 mmol, 1.1 equiv.) was joined to the flask by a plug.After absorption of CF3I by the reaction solution, the flask was filled withan argon atmosphere. Sodium dithionite (39.5 g, 227 mmol, 1 equiv.)solution in H2O (100 mL) was added dropwise. Some self-heating forabout 1 to 30 C of the reaction mixture could be observed. Afterreaching ambient temperature (25 C) the reaction was judged completeand the mixture was ready for aqueous work up.

References:

Orlova, Raisa K.;Sokolenko, Liubov V.;Babadzhanova, Lesia A.;Filatov, Andrey A.;Yagupolskii, Yurii L. [Journal of Fluorine Chemistry,2022,vol. 261-262,art. no. 110004]