Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629045Generated: October 30, 2026

Toluene → HCID 86707838, compound

https://huagongshe.com/reaction/629045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium BicarbonateHCID 516892—
ReactantAmmonium AcetateHCID 517165—
ReactantMethyl 2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-3-oxohexanoateHCID 86707837—
SolventAcetic AcidHCID 176—
ProductHCID 86707838HCID 8670783895.2%

Reaction Steps

Process 2: A toluene (45 mL)-acetic acid (5 mL) mixture containing methyl 2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-3-oxohexanoate (1.2 g, 3.6 mmol) and ammonium acetate (8.3 g, 108 mmol) was refluxed under heating for 1 hour. After cooling to room temperature, saturated aqueous solution of sodium hydrogen carbonate was added and extraction was carried out with toluene. After washing with brine, it was dried over anhydrous sodium sulfate and concentrated in vacuo to give methyl (Z)-3-amino-2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-2-hexenoate (1.15 g) as brown oil crude product. It was used for the next process without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315493B2
Source datasetuspto-grants-2016_04
ORD IDord-06971f98f25b4a61a7601d72a93b5b74
Source noteuspto-grants-2016_04