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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844718Generated: October 31, 2026

Methyl vinyl ketone → HCID 70873097, compound

https://huagongshe.com/reaction/1844718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl vinyl ketoneHCID 6570—
ReactantDiisopropylethylamineHCID 81531—
Reactant3,5-Bis(tert-butyl)benzaldehydeHCID 1268253—
Catalyst3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromideHCID 9964923—
SolventEthanolHCID 702—
ProductHCID 70873097HCID 7087309744.4%

Reaction Conditions

Temperature77.5 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946446B2
Source datasetuspto-grants-2015_02
ORD IDord-6abcab52f0874c1fac30f5091aa109f8
Source noteuspto-grants-2015_02