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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195946Generated: October 31, 2026

Hydrochloric Acid → 5-[4-(Benzyloxy)-3-methoxyphenyl]penta-2,4-dienoic acid

https://huagongshe.com/reaction/1195946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant4-(Benzyloxy)-3-methoxybenzaldehydeHCID 75506—
ReactantEthyl trans-crotonateHCID 429065—
ReactantPotassium tert-butoxideHCID 23665647—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-[4-(Benzyloxy)-3-methoxyphenyl]penta-2,4-dienoic acidHCID 54225043—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution containing 260 g of 4-benzyloxy-3-methoxybenzaldehyde and 200 ml of ethyl crotonate in 1200 ml of N-methylpyrrolidone was gradually added while stirring and cooling at 0° C. 149.6 g of potassium tert.-butoxide. The solution was stirred for 0.5 h after which 200 ml of 10 N NaOH-solution was added and stirred for 0.5 h more at 0° C. The reaction mixture was added to a mixture of hydrochloric acid and ice. The semisolid product was separated and used without purification to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05112861
Source datasetuspto-grants-1992_05
ORD IDord-e080215fd5d94ec38fcec3279d9d364c
Source noteuspto-grants-1992_05