Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 5-(1-Naphthyl)-4-pentyn-1-ol | HCID 19955557 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86610101 | HCID 86610101 | 102% |
Reaction Steps
A solution of 0.85 g (7.42 mmol) of methanesulphonyl chloride in 5 ml of dichloromethane is added dropwise to a solution, cooled with an ice bath, of 1.2 g (5.71 mmol) of 5-(naphth-1-yl)pent-4-yn-1-ol, obtained in stage 3.1., and of 1.6 ml (11.4 mmol) of triethylamine in 12 ml of dichloromethane. The mixture is stirred at 0° C. for 1 hour and then at ambient temperature for 2 hours. 25 ml of water and 75 ml of dichloromethane are subsequently added. The organic phase is separated by settling and is washed with 25 ml of water and then with 25 ml of a saturated aqueous sodium chloride solution. It is dried over magnesium sulphate and evaporated to dryness to produce 1.68 g of product in the form of an orange oil used directly in the following stage.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07645757B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-bcf75c7e0af846288cfdcae3b173fb13 |
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| Source note | uspto-grants-2010_01 |
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