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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2074006Generated: October 30, 2026

Methyl iodide → Methyl 3-allyl-2-methoxy-4-amino-5-chlorobenzoate

https://huagongshe.com/reaction/2074006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-allyl-2-hydroxy-4-amino-5-chlorobenzoateHCID 14883228—
SolventAcetoneHCID 180—
ProductMethyl 3-allyl-2-methoxy-4-amino-5-chlorobenzoateHCID 14883229—

Reaction Steps

A mixture of potassium carbonate (19 g), methyl iodide (8 g) and the phenolic compound of step 2 above (3.4 g) in acetone (100 ml) is stirred under reflux for about 6.4 hours. The mixture is partitioned between CH2Cl2 and H2O, and the organic layer is separated and washed with 10% aqueous HCl, dried (MgSO4) and evaporated affording an oil which chromatographed on silica gel affording the desired product which is used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04920219
Source datasetuspto-grants-1990_04
ORD IDord-b97d88257fa240919c5e7823ce7d5bc0
Source noteuspto-grants-1990_04