Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,2-Bis(chloromethyl)benzene | HCID 11919 | — |
| Reactant | Sodium methanesulfinate | HCID 2733271 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66756947 | HCID 66756947 | — |
Reaction Steps
To a solution of α,α′-dichloro-o-xylene (3.5 g, 18 mmol) in DMF (20 mL) is added sodium methanesulfinate (0.612 g, 6.0 mmol) and the mixture is stirred at 65° C. for 4 h. Ice/water and EtOAc are added, the phases are separated and the organic phase is washed with water and brine, dried over Na2SO4/MgSO4, filtered and concentrated. The resulting residue is chromatographed on silica gel, eluting with a gradient of hexane/EtOAc to afford 1-chloromethyl-2-methanesulfonylmethylbenzene as a white solid: MS (M+NH4)+=236.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08119666B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-8410c3a60601456582d5273f2994913f |
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| Source note | uspto-grants-2012_02 |
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