Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392070Generated: October 30, 2026

Potassium → Methyl 7-(acetylamino)-1,3-benzodioxole-4-carboxylate

https://huagongshe.com/reaction/392070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassiumHCID 5462222—
ReactantN-(7-iodo-1,3-benzodioxol-4-yl)acetamideHCID 22662754—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductMethyl 7-(acetylamino)-1,3-benzodioxole-4-carboxylateHCID 22662748128.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of intermediate 19 (38.8 g), potassium acetae (20 g) and Pd/C (10%; 2 g) in CH3OH (500 ml) was stirred at 150° C. under 4.9×106 Pa (50 kg) pressure of CO, during 16 hours. The reaction mixture was cooled, filtered over dicalite, and the filtrate was evaporated. The residue was diluted with water, then extracted three times with DCM. The combined organic layers were dried, filtered and the solvent evaporated. The residue was dissolved in acetic acid (250 ml) and acetic anhydride (6 ml) was added dropwise. The mixture was stirred for 30 minutes at room temperature, then diluted with water (250 ml) and the resulting precipitate was filtered off, washed with water, then dried, yielding 19.4 g (64.7%) of methyl 7-(acetylamino)-1,3-benzodioxole-4-carboxylate (intermediate 20).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06800628B2
Source datasetuspto-grants-2004_10
ORD IDord-aa0dc6ea39de4111ac89f13d787df3dd
Source noteuspto-grants-2004_10