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

HRID 54770Notes

Reaction equation

HRID 54770 reaction equation
Br[C@H:2]1[CH2:6][O:5][C@@H:4]([CH2:7][S:8]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH2:3]1.[C:18]([O-:21])(=[S:20])[CH3:19].[K+]>C(#N)C>[F:17][C:14]1[CH:15]=[CH:16][C:11]([S:8]([CH2:7][C@@H:4]2[O:5][CH2:6][C@@H:2]([S:20][C:18](=[O:21])[CH3:19])[CH2:3]2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 23670855Potassium ethanethioateHCID 86750318cis-(+/-)-4-Bromo-2-[[(4-fluorophenyl)sulfonyl]methyl]tetrahydrofuran

Product 1

HCID 86750317Ethanethioic acid trans-(+/-)-S-[5-[[(4-fluorophenyl)sulfonyl]methyl]tetrahydro-3-furanyl]esterYield 55.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound is prepared by the procedure of Example 5 using 0.969 g of product from Example 30, 0.360 g of potassium thioacetate, and 9 ml of acetonitrile to give 0.533 g of the desired product.

Sources & evidence

ORD record
ord-e9fde5dbddf24aa187440e8f06f25743
Source dataset
uspto-grants-1997_04
Patent number
US05623081

Reaction notes

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