Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Methoxybenzenethiol | HCID 84989 | — |
| Reactant | HCID 54554648 | HCID 54554648 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54309784 | HCID 54309784 | 134.9% |
Reaction Steps
Triethylamine 481 ml is added to the mixture of 3-methoxythiophenol 322.5 g, triphenylphosphine 241.3 g, water 204 ml and tetrahydrofuran 2.3 liter under nitrogen atmosphere while cooling with ice under stirring, and then 2-bromocyclohexylacetaldehyde 518.9 g is dropwise added. Stirring is carried out at a room temperature for one hour, and then stirring is further continued at 60° C. for 2.5 hours. Water 200 ml is added, and the mixture is shaken. The organic layer is separated and washed twice with 10% hydrochloric acid 500 ml and twice with saturated brine 400 ml, and then it is dried on magnesium sulfate anhydrous. The solvent is distilled off under reduced pressure, and the residue is dissolved in hexane 2 liter and stirred at a room temperature for 13 hours. After cooling with ice, deposited crystals are filtered off, and the solvent is distilled off under reduced pressure, whereby yellow oily 2-(3-methoxyphenylthio)cyclohexylacetaldehyde 820.3 g is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06020531 |
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| Source dataset | uspto-grants-2000_02 |
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| ORD ID | ord-81974f352c3b488285c823b1fbc5fafc |
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| Source note | uspto-grants-2000_02 |
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