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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023343Generated: November 2, 2026

Methanol → HCID 86673381, compound

https://huagongshe.com/reaction/1023343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantHCID 21989703HCID 21989703—
SolventTolueneHCID 1140—
ProductHCID 86673381HCID 8667338194.2%

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of (E)-ethyl 3-(4-(diethoxymethyl)phenyl)acrylate (1.400 g) in toluene (10 mL) was added DIBAH (1 M solution in toluene) (10 mL) at −20° C. under an Ar atmosphere. The mixture was stirred at −20° C. for 1 hour. To the mixture was added MeOH, and then the mixture was heated to room temperature. To the mixture was added water, and the mixture was extracted with AcOEt. The organic layer was washed with saturated aqueous NaCl, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/1) to afford (E)-3-[4-(diethoxymethyl)phenyl]prop-2-en-1-ol (1.120 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722663B2
Source datasetuspto-grants-2014_05
ORD IDord-f0cb617da1ac438fa00b2a7576ef0c96
Source noteuspto-grants-2014_05