HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → HCID 12026855, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | o-Chlorothiophenol | HCID 80599 | — |
| Reactant | 1-Iodo-3,5-dimethylbenzene | HCID 140924 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 12026855 | HCID 12026855 | 87% |
Reaction Steps
The general procedure in example 39 was followed. 5-Iodo-m-xylene (144 μL, 1.0 mmol), 2-chlorothiophenol (145 mg, 1.0 mmol), CuI (10 mg, 0.05 mmol), K2CO3 (276 mg, 2.0 mmol), ethylene glycol (111 μL, 2.0 mmol) and 2-propanol (1.0 mL) were used to obtain the 3,5-dimethylphenyl 2-chlorophenyl sulfide (215 mg, 87% yield) as colorless liquid. Column chromatographic solvent (hexane). Rf=0.5 (hexane/ethyl acetate=50/1). 1H NMR (CDCl3, 300 MHz) δ 7.32-7.36 (m, 1 H), 7.05-7.10 (m, 4 H), 6.97 (s, 1 H), 6.88-6.92 (m, 1 H), 2.30 (s, 6 H). 13C NMR (CDCl3, 75 MHz) δ 139.5, 137.4, 132.7, 131.7, 131.5, 130.6, 129.8, 129.6, 127.3, 126.9, 21.6. IR (neat, cm−1) 3060, 3037, 2950, 2917, 2860. MS (EI) m/z (relative intensity) 250 (30), 248 (100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06888032B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-34e70d62d2934d7a981b83fb7d58b348 |
| Source note | uspto-grants-2005_05 |