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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360171Generated: October 29, 2026

3-Chlorobenzoic Acid → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate

https://huagongshe.com/reaction/1360171

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chlorobenzoic AcidHCID 447—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 66969636HCID 66969636—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylateHCID 2199111691.3%

Reaction Steps

2.1 g (11.5 mmol) of t-butyl 3,6-dihydroxypyridin-1(2H)-carboxylate (product of step 1) and 3.1 g (12.6 mmol) of m-chloro benzoic acid was dissolved in 30 mL of methylene chloride, and after stirring for 5 hour, 100 mL of ethylacetate was added thereto. After washing with water, an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography to give 2.1 g (10.5 mmol) of the title compound in a yield of 87%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879848B2
Source datasetuspto-grants-2011_02
ORD IDord-1d219916e0f0452e95527e9039895246
Source noteuspto-grants-2011_02