Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(Benzyloxy) ethanol | HCID 12141 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54224567 | HCID 54224567 | — |
Reaction Steps
To a solution of the carboxyl acid derivative prepared in Reference Example 4 (698 mg) and 2-(benzyloxy)ethanol (710 mg) in dichloromethane (10 ml) was added diisopropylethylamine (2.2 ml), and 2-chloro-1-methylpyridinium iodide (891 mg), successively, and the reaction solution was stirred for 1.5 hours. Water was added to the reaction solution and the solution was extracted with dichloromethane (twice). The organic layer was washed with dilute hydrochloric acid and a saturated aqueous solution of sodium chloride, successively, dried over magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate 10:1) to give the title compound (425 mg) having the following physical data. TLC: Rf 0.63 (n-hexane:ethyl acetate=3:1),
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05690957 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-a2655bbad3f74f5a8ff97c91fedaa43b |
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| Source note | uspto-grants-1997_11 |
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