Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | 1-Bromo-3-chloropropane | HCID 8006 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Chloropropyl phenyl sulfide | HCID 269606 | 112.5% |
Reaction Steps
A mixture of benzenethiol (0.550 g, 5.00 mmol), 1-bromo-3-chloropropane (106 mg, 5.50 mmol), TEA (1.01 g, 10.0 mmol) and THF (10.0 mL) was stirred for 12 h at 25° C. The resulting crude mixture was diluted with water (40 mL), the aqueous layer was extracted with CH2Cl2 (3×30 mL). The combined organic layers were concentrated in vacuo and the residue was purified by preparative TLC using hexane:EtOAc (10:1) to give the desired product [(3-chloropropyl)sulfanyl]benzene (1.05 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07067534B1 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-d77b1ec3aaf64cde841984d71d0168e4 |
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| Source note | uspto-grants-2006_06 |
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