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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483628Generated: October 31, 2026

Hydrochloric Acid → HCID 67440055, compound

https://huagongshe.com/reaction/1483628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67327262HCID 67327262—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67440055HCID 6744005587.3%

Reaction Steps

To a solution of 5-(4-cyano-3-hydroxyphenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (100 mg, 0.375 mmol) and iodomethane (0.070 mL. 1.1 mmol) in N,N-dimethylformamide (10 mL) was added sodium hydride (60% oil dispersion, 45 mg, 1.1 mmol) at 0° C. under nitrogen atmosphere, and the mixture was stirred at room temperature for 2 h. Water and 1 M HCl were added and the mixture was 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 treated with hexane/diisopropyl ether to give 5-(4-cyano-3-methoxyphenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (92 mg, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416146B2
Source datasetuspto-grants-2016_08
ORD IDord-dab1ab879672448f9c5b2f185a953f87
Source noteuspto-grants-2016_08