4-Fluorothiophenol → Ethanethioic acid trans-(+/-)-S-[5-[[(4-fluorophenyl)thio]methyl]tetrahydro-3-furanyl]ester

HRID 54774

Reaction equation

HRID 54774 reaction equation
FC(F)(F)S(O[CH2:7][C@@H:8]1[O:12][CH2:11][C@@H:10]([S:13][C:14](=[O:16])[CH3:15])[CH2:9]1)(=O)=O.CCN(C(C)C)C(C)C.[F:28][C:29]1[CH:34]=[CH:33][C:32]([SH:35])=[CH:31][CH:30]=1>C(Cl)Cl>[F:28][C:29]1[CH:34]=[CH:33][C:32]([S:35][CH2:7][C@@H:8]2[O:12][CH2:11][C@@H:10]([S:13][C:14](=[O:16])[CH3:15])[CH2:9]2)=[CH:31][CH:30]=1

Participants

5

Reactant 3

HCID 677894-FluorothiophenolHCID 81531DiisopropylethylamineHCID 86750748Ethanethioic acid trans(+/-)-S-[tetrahydro-5-[[[(trifluoromethyl)sulfonyl]oxy]methyl]-3-furanyl]ester

Product 1

HCID 86750751Ethanethioic acid trans-(+/-)-S-[5-[[(4-fluorophenyl)thio]methyl]tetrahydro-3-furanyl]ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound is prepared by the procedure of Example 23 using 0.308 g of product from Example 22 in 1 ml of methylene chloride, 107 microliter of 4-fluorothiophenol, and 174 microliter of Hunig's base to give 0.236 g of the desired product.

Sources & evidence

ORD record
ord-1f1cec4eec9c44a0b79c59d2ea655bfc
Source dataset
uspto-grants-1997_04
Patent number
US05623081

Linked notes

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