Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Butoxyethanol | HCID 8133 | — |
| Reactant | o-Toluenesulfonyl chloride | HCID 8623 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 88123833 | HCID 88123833 | 73.6% |
Reaction Steps
To a cold (0° C.) solution of 118.18 (1 mol) of 2-butoxy-ethanol in anhydrous pyridine, was added 190.66 g (1 mol) of toluenesulfonylchloride. The resultant reaction mixture was allowed to react for approximately one hour at 0° C., then at room temperature for approximately two hours. When the reaction was substantially complete, as indicated by TLC, the reaction mixture was concentrated in vacuo to provide a residue. This residue was partitioned between diethyl ether and a 1N aqueous hydrochloric acid solution and the organic phase was washed sequentially with a 2N sodium hydroxide solution, a 1N hydrochloric acid solution, water, and brine, and then dried over sodium sulfate, filtered and concentrated in vacuo to provide 200.39 g of a light gold oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05629290 |
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| Source dataset | uspto-grants-1997_05 |
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| ORD ID | ord-d2cff705ffdc4789ad857a8ad0293def |
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| Source note | uspto-grants-1997_05 |
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