Sodium methanesulfinate → HCID 69985579, compound

HRID 2231122Notes

Reaction equation

HRID 2231122 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:10]([C:14]([C:16]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[C:20]([F:25])[CH:19]=3)=[O:17])=[O:15])[CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[CH3:32][S:33]([O-:35])=[O:34].[Na+]>CN(C)C=O>[CH3:32][S:33]([C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:10]([C:14]([C:16]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[C:20]([F:25])[CH:19]=3)=[O:17])=[O:15])[CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1)(=[O:35])=[O:34]

Participants

4

Reactant 2

HCID 2733271Sodium methanesulfinateHCID 69985382HCID 69985382, compound

Product 1

HCID 69985579HCID 69985579, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure of Example 53, Step 4 using the benzil from Step 3 (2.15 g 8.2 mmol) and sodium methylsulfinate (1.05 g, 10 mmol) in dimethylformamide (20 ml), there was obtained 1 g (50%) of the desired sulfone: mp 146-147° C., after recrystallization from ethyl acetate and hexane. Anal. Calc'd. for C16H13FO4S (MW 320.34): C, 59.99; H, 4.09; S, 10.01. Found: C, 59.68; H, 4.17; S, 10.13.

Sources & evidence

ORD record
ord-0d2de41241834b8fb3c127cd2f4a6702
Source dataset
uspto-grants-2002_07
Patent number
US06426360B1

Reaction notes

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