HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Chlorothiophenol → HCID 178501293, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Chlorothiophenol | HCID 7815 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | HCID 178501284 | HCID 178501284 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178501293 | HCID 178501293 | 26% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of methyl cis-4-hydroxycyclohexanecarboxylate (500 mg, 3.16 mmol) in toluene (30 mL), 4-chlorobenzenethiol (457 mg, 3.16 mmol) and cyanomethylenetributylphosphorane (915 mg, 3.16 mmol) were added, and the resulting mixture was stirred at 100° C. for 2 hours. Then, the residue obtained by distilling off the solvent in the reaction solution under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=95:5 to 85:15 (v/v)), whereby the title compound was obtained as an oil (206 mg, yield: 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051255B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-7d9fb51d7c1d4ca9866ab023acb7db6a |
| Source note | uspto-grants-2015_06 |