Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2292162Generated: October 29, 2026

Acetic Acid → HCID 86742693, compound

https://huagongshe.com/reaction/2292162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethyl acetoacetateHCID 7757—
ReactantPiperidineHCID 8082—
ReactantHCID 53667508HCID 53667508—
SolventIsopropanolHCID 3776—
ProductHCID 86742693HCID 8674269357.9%

Reaction Steps

A solution of piperidine (0.11 g) and acetic acid (0.078 g) in isopropanol (1 ml) was added to a solution of 3-(2-formylphenyl)propenoic acid 1,1-dimethylethyl ester (5.2 g) and methyl acetoacetate (2.55 g) in isopropanol (15 ml). The mixture was stirred at 60° C. for 1h, then the solvent was evaporated and the residue taken up with ether (100 ml). The solution was washed with 1N HCl, water, with saturated bicarbonate solution, then water again and dried over Na2SO4. Evaporation of the solvent gave an oil which was purified by column chromatography (gradient Petrol/Ether, 7:3-1:1) to give the title compound as a pale oil (4.2 g; mixture E/Z isomers).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04801599
Source datasetuspto-grants-1989_01
ORD IDord-c2292ebf76074e2bbc8f5170144c3c76
Source noteuspto-grants-1989_01