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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664314Generated: October 31, 2026

Hydrochloric Acid → HCID 67439350, compound

https://huagongshe.com/reaction/1664314

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 numberUS08039450B2
Source datasetuspto-grants-2011_10
ORD IDord-6e04391007484544953259144c6c74c1
Source noteuspto-grants-2011_10