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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471477Generated: November 1, 2026

Hydrochloric Acid → HCID 67439350, compound

https://huagongshe.com/reaction/1471477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantHCID 67327262HCID 67327262—
SolventDimethylformamideHCID 6228—
ProductHCID 67439350HCID 6743935079%

Reaction Steps

A mixture of 5-(4-cyano-3-hydroxyphenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (900 mg, 3.37 mmol), acetic anhydride (1.7 mL, 18 mmol), triethylamine (1.4 mL, 10 mL) in N,N-dimethylformamide (10 mL) was stirred at room temperature overnight. The mixture was acidified with 1 M HCl and extracted with ethyl acetate. The organic layer was washed with brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography (1:1 hexane/ethyl acetate) to give 5-(4-cyano-3-acetoxyphenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (818 mg, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012431B2
Source datasetuspto-grants-2015_04
ORD IDord-4f474dc1921e413da7a3fc8f1b30447a
Source noteuspto-grants-2015_04