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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76327Generated: October 29, 2026

Oxalic Acid → 3-chloro-N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-N ethyl-1-propanamine oxalate

https://huagongshe.com/reaction/76327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantHCID 24808562HCID 24808562—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product3-chloro-N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-N ethyl-1-propanamine oxalateHCID 86698211116.6%

Reaction Steps

To a solution of 3-chloro-N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-N-methyl-1-propanamine (19.8 g, 69.8 mmoles) in 60 mL of ethyl acetate heated at reflux there is added a solution of oxalic acid (6.91 g, 76.7 mmoles) in 60 mL of ethanol. Precipitation from the mixture occurs during contact at reflux. After returning to ambient temperature, the mixture is filtered and washed with 20 mL of ethanol to obtain 17.35 g of a brown powder corresponding to the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835627B2
Source datasetuspto-grants-2014_09
ORD IDord-247b8774ee9841ea8aa75ebac03459e0
Source noteuspto-grants-2014_09