Sodium methanesulfinate → HCID 86697221, compound

HRID 237557Notes

Reaction equation

HRID 237557 reaction equation
[CH3:1][S:2]([O-:4])=[O:3].[Na+].CS(O[CH2:11][C:12]([CH3:25])([CH3:24])[CH2:13][O:14][C:15]1[CH:20]=[C:19]([CH3:21])[C:18]([Br:22])=[C:17]([CH3:23])[CH:16]=1)(=O)=O>CN1CCCC1=O.C(OCC)C>[Br:22][C:18]1[C:17]([CH3:23])=[CH:16][C:15]([O:14][CH2:13][C:12]([CH3:25])([CH3:24])[CH2:11][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:20][C:19]=1[CH3:21]

Participants

5

Reactant 2

HCID 2733271Sodium methanesulfinateHCID 86697220HCID 86697220, compound

Product 1

HCID 86697221HCID 86697221, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
180 °C

Procedure

In a microwave vial sodium methanesulfinate (720 mg) is added to a solution of 3-(4-bromo-3,5-dimethylphenoxy)-2,2-dimethylpropyl methanesulfonate (271 mg) in N-methyl-2-pyrrolidinon (NMP) (8 mL). The mixture is heated to 180° C. for 30 minutes. Then the mixture is diluted with diethylether, washed with water and brine and dried (MgSO4). The solvent is evaporated and the residue is purified by HPLC on reversed phase to give the title compound. Yield: 32 mg; LC (method 8): tR=0.47 min; Mass spectrum (ESI+): m/z=349 [M+H]+.

Workup

  1. washwashed with water and brine
  2. dry with materialdried (MgSO4)
  3. customThe solvent is evaporated
  4. customthe residue is purified by HPLC on reversed phase

Sources & evidence

ORD record
ord-98a6589c2afd422288c2787a5234b7d5
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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