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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483627Generated: November 2, 2026

Hydrochloric Acid → HCID 67439350, compound

https://huagongshe.com/reaction/1483627

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 numberUS09416146B2
Source datasetuspto-grants-2016_08
ORD IDord-b158fc121cc74ea0ab1dfca66a4c8df3
Source noteuspto-grants-2016_08