1-Fluoro-4-(methylsulphonyl)benzene → 3814-25-3
Reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.O.[SH-:13].[Na+]>CN(C=O)C>[CH3:11][S:8]([C:5]1[CH:6]=[CH:7][C:2]([SH:13])=[CH:3][CH:4]=1)(=[O:10])=[O:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1-Fluoro-4-(methylsulfonyl)-benzene (1.74 g) and sodium hydrosulphide hydrate (0.67 g) were dissolved in DMF (10 ml) and stirred at room temperature for 24 hours. The reaction was quenched with water, acidified with 2M hydrochloric acid (20 ml) and extracted with ethyl acetate (2×50 ml). The combined extracts were then washed with water (2×25 ml) and brine (20 ml). The organic solution was dried (MgSO4), filtered and evaporated in vacuo to yield the sub-title compound as a white solid (1.8 g).
Workup
- customThe reaction was quenched with water
- extractionextracted with ethyl acetate (2×50 ml)
- washThe combined extracts were then washed with water (2×25 ml) and brine (20 ml)
- dry with materialThe organic solution was dried (MgSO4)
- filtrationfiltered
- customevaporated in vacuo
Sources & evidence
- ORD record
- ord-8240b43896094983becf263f15b42d2b
- Source dataset
- uspto-grants-2007_01
- Patent number
- US07166607B2
Reaction notes
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