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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54626Generated: October 26, 2026

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

https://huagongshe.com/reaction/54626

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 in vacuo 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 numberUS05623052
Source datasetuspto-grants-1997_04
ORD IDord-e3732344467b41fbb1deba342bfdf963
Source noteuspto-grants-1997_04