HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491404Generated: October 27, 2026
Water → Ethyl 2-[2-(benzyloxy)ethoxy]isonicotinate
https://huagongshe.com/reaction/491404
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(Benzyloxy) ethanol | HCID 12141 | — |
| Reactant | Ethyl 2-bromoisonicotinate | HCID 3847769 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 2-[2-(benzyloxy)ethoxy]isonicotinate | HCID 68904984 | — |
Reaction Steps
A solution of ethyl 2-bromoisonicotinate (575 mg, MATRIX) in THF (25 ml) was added with ethylene glycol monobenzyl ether (710 μl, TCI), cooled to 0° C., and added with potassium t-butoxide (420 mg, TCI), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was added with purified water (15 ml), and extracted with ethyl acetate (30 ml×2). The organic layers were combined, washed with saturated brine, and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Flash, hexane:ethyl acetate=10:1) to obtain the title compound (Intermediate ii-01).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07531533B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-a07367f730934f9f9f4064504dac7871 |
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| Source note | uspto-grants-2009_05 |
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