Sulfuric Acid → HCID 68586915, compound
Reaction equation
[CH3:1][S:2](CC1C=C(N2CCC2)C=CC=1)(=[O:4])=[O:3].CSC[C:19]1[CH:20]=[C:21]([N:25]2[CH2:28][CH2:27][CH2:26]2)[CH:22]=[CH:23][CH:24]=1.S(=O)(=O)(O)O.OOS([O-])=O.[K+].[C:40](=O)([O-])O.[Na+]>C(O)C.C(OCC)(=O)C.O.C(O)(=O)C>[CH3:1][S:2]([C:19]1[C:20]([CH3:40])=[C:21]([N:25]2[CH2:26][CH2:27][CH2:28]2)[CH:22]=[CH:23][CH:24]=1)(=[O:4])=[O:3]Participants
Reactant 5
Product 1
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 20 °C
Procedure
1-(3-Methylsulfonylmethylphenyl)azetidine may be prepared by carrying out the procedure in the following manner: a solution of 1.9 g of 1-(3-methylsulfanylmethylphenyl)azetidine in 10 cm3 of ethanol is added to a mixture, cooled to 0° C., of 10 cm3 of water, 5 cm3 of acetic acid, 1.5 cm3 of 36 N sulfuric acid and 6.15 g of oxone. After stirring for 20 hours at 20° C., the reaction mixture is supplemented with 100 cm3 of water, 100 cm3 of ethyl acetate and is then neutralized by stirring with sodium hydrogen carbonate. The mixture obtained is separated after settling, the organic phase is dried over magnesium sulfate and then filtered and concentrated to dryness under reduced pressure (2.7 kPa). 1.55 g of 1-(3-methylsulfonyl-methylphenyl)azetidine are obtained in the form of a light brown gum.
Workup
- customThe mixture obtained
- customis separated
- dry with materialthe organic phase is dried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
Sources & evidence
- ORD record
- ord-08c2fc198f4548609bed8b6b0ac4c2b7
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07741316B2
Reaction notes
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