Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 28562709 | HCID 28562709 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22678452 | HCID 22678452 | — |
Reaction Steps
3.06 g of 2-(cyclohexylmethyloxy)benzyl alcohol was dissolved in 30 ml of toluene, 1.52 ml of thionyl chloride and 5 drops of N,N-dimethylformamide were added thereto and the mixture was stirred for 70 minutes under ice-cooling. An aqueous sodium carbonate was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solution was filtered through alumina, and the solvent was evaporated, to give a slight yellow oil. The oil was dissolved in 3 ml of acetonitrile, 3.65 g of triphenylphosphine was added thereto, and the mixture was stirred at 110° C. for one hour and 45 minutes. Ethyl acetate was added to the reaction solution and the product was collected by filtration, to give 6.51 g of the title compound as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06784192B2 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-b27dc9bc79864d2c830362ba7b5edfd3 |
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| Source note | uspto-grants-2004_08 |
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