HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721321Generated: October 28, 2026
Cyclopropanemethanol → HCID 21890009, compound
https://huagongshe.com/reaction/721321
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline | HCID 11594543 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 21890009 | HCID 21890009 | 37.6% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (50 mg) was added to toluene (5 ml), and triethylamine (0.5 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (77 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, cyclopropylmethanol (19 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution, water, and saturated brine in that order. The extract was dried over sodium sulfate and was then concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (25 mg, yield 34%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07135466B2 |
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| Source dataset | uspto-grants-2006_11 |
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| ORD ID | ord-189e03c2ddf04e72839b0bf1c192dfa0 |
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| Source note | uspto-grants-2006_11 |
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