Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethyl Sulfide | HCID 1068 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 18779701 | HCID 18779701 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18779697 | HCID 18779697 | — |
Reaction Steps
To N-bromosuccinimide (0.166 g, 0.929 mmol) in CH2Cl2 (3 mL) at 0° C. was added dimethylsulfide (0.082 mL, 1.11 mmol). The resulting suspension was cooled to -20° C. and a solution of the alcohol from Step 1 (0.146 g, 0.62 mmol) in CH2Cl2 was added dropwise over 2 minutes. The reaction mixture was stirred at 0° C. for 6 hrs and then poured into water and extracted with CH2Cl2. The extracts were dried (Na2SO4) and evaporated in vacuo. The residue was chromatographed (silica gel, EtOAc: CH2Cl2 1:1 as eluent) to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05939439 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-b21cd9f49ece4607a7363fd04c687b5b |
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| Source note | uspto-grants-1999_08 |
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