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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419458Generated: October 26, 2026

Methyl vinyl ketone → 2-Methoxy-2-methyl-7-t-butyl-5-isopropyl-8-propyl-chroman-6-ol

https://huagongshe.com/reaction/1419458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl vinyl ketoneHCID 6570—
ReactantTrimethyl orthoformateHCID 9005—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Propyl-3-t-butyl-4-hydroxy-5-isopropylphenolHCID 54017886—
SolventMethanolHCID 887—
Product2-Methoxy-2-methyl-7-t-butyl-5-isopropyl-8-propyl-chroman-6-olHCID 54232336—

Reaction Conditions

Temperature3 °C

Reaction Steps

Dissolve 2-propyl-3-t-butyl-4-hydroxy-5-isopropylphenol (2.0 mol) and trimethyl orthoformate (0.3 L) in methanol (1.2 L) and degas. Place under a nitrogen atmosphere and cool to 3° C. and add concentrated sulfuric acid (5 mL). Add, by dropwise addition, methyl vinyl ketone (340 mL, 4.0 mol) and stir without cooling for 44 hours. Pour into aqueous sodium hydrogen carbonate and extract into ethyl ether. Dry (MgSO4) and evaporate the solvent invacuo to give 2-methoxy-2-methyl-7-t-butyl-5-isopropyl-8-propyl-chroman-6-ol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05886156
Source datasetuspto-grants-1999_03
ORD IDord-5de4d219617b494286b75983aea3b28a
Source noteuspto-grants-1999_03