HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844718Generated: October 31, 2026
Methyl vinyl ketone → HCID 70873097, compound
https://huagongshe.com/reaction/1844718
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl vinyl ketone | HCID 6570 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3,5-Bis(tert-butyl)benzaldehyde | HCID 1268253 | — |
| Catalyst | 3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide | HCID 9964923 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 70873097 | HCID 70873097 | 44.4% |
Reaction Steps
To a solution of 3,5-di-tert-butylbenzaldehyde (10.9 g, 50 mmol) in EtOH (200 mL) was added DIPEA (12.9 g, 100 mmol), but-3-en-2-one (3.5 g, 50 mmol) and 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide (2.5 g, 10 mmol). This mixture was heated to 75-80° C. overnight, evaporated, diluted with water (50 mL) and extracted with EA. The organic layer was washed with brine, dried, concentrated and purified by CC (EA/PE=1/100) to afford compound 5a (6.4 g, 44%) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946446B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-6abcab52f0874c1fac30f5091aa109f8 |
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| Source note | uspto-grants-2015_02 |
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