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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342239Generated: October 26, 2026

1-(Allyloxy)-2-methyl-1-oxopropan-2-yl 2-chloro-5-nitrobenzoate → 5-Amino-2-chlorobenzoic acid 1-allyloxycarbonyl-1-methyl-ethyl ester

https://huagongshe.com/reaction/342239

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Allyloxy)-2-methyl-1-oxopropan-2-yl 2-chloro-5-nitrobenzoateHCID 11782392—
ReactantHCID 178418361HCID 178418361—
Solvent1-PropanolHCID 1031—
SolventTetrahydrofuranHCID 8028—
Product5-Amino-2-chlorobenzoic acid 1-allyloxycarbonyl-1-methyl-ethyl esterHCID 1096850992.7%

Reaction Steps

In a stirred autoclave, 0.1 g of a catalyst prepared according to Example H1 is added to a solution of 10 g of allyl 2-(2-chloro-5-nitrobenzoyloxy)-2-methylpropionate in 80 ml of tetrahydrofuran and 20 ml of n-propanol, and the mixture is hydrogenated for 15 hours at a temperature of 140° C. and at a hydrogen pressure of 20 bar. After cooling the mixture to room temperature and flushing the stirred autoclave with nitrogen, the catalyst is filtered off. 126.8 g (incl. rinsing solvent) are obtained of a solution having a content of 6.58% of allyl 2-(2-chloro-5-aminobenzoyloxy)-2-methylpropionate (yield: 92.7% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05856578
Source datasetuspto-grants-1999_01
ORD IDord-51f70b11c5754dcdb78d7a20deeded8a
Source noteuspto-grants-1999_01