HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721280Generated: October 30, 2026
2-Phenylethanol → HCID 21889936, compound
https://huagongshe.com/reaction/721280
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Phenylethanol | HCID 6054 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)aniline | HCID 21889899 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 21889936 | HCID 21889936 | 24.9% |
Reaction Steps
2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)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 (68 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 2-phenyl-1-ethanol (28 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 (18 mg, yield 22%).
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-b12b2c4510054664851a111d3ee317bb |
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| Source note | uspto-grants-2006_11 |
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