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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911703Generated: October 27, 2026

Water → 1-[4-(1-Hydroxyethyl)-phenyl]-3,3-dimethylbutan-1-one

https://huagongshe.com/reaction/911703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(3,3-Dimethyl-butyryl)-benzaldehydeHCID 57656156—
ReactantHCID 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product1-[4-(1-Hydroxyethyl)-phenyl]-3,3-dimethylbutan-1-oneHCID 5765651384.2%

Reaction Conditions

Temperature-10 °C

Reaction Steps

Dissolve 4-(3,3-dimethyl-butyryl)-benzaldehyde (1.67 g, 8.186 mmol) in anhydrous THF (20 mL) and cool the solution at −10° C. Add methyl magnesium bromide (2.7 mL, 8.186 mmol, 3M solution in diethyl ether) and stir the mixture for 30 min. Add water at 0° C., dilute with EtOAc and extract the aqueous layer three times with EtOAc. Dry the combined organic extracts over Na2SO4, filter through a short pad of silica gel and concentrate in vacuo to give the desired intermediate as yellow oil (1.519 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-77e1bd0b63914882a1bc4bc1ecb90656
Source noteuspto-grants-2011_09