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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471478Generated: October 31, 2026

Hydrochloric Acid → HCID 67440055, compound

https://huagongshe.com/reaction/1471478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67327262HCID 67327262—
SolventWaterHCID 962—
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 1V,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 numberUS09012431B2
Source datasetuspto-grants-2015_04
ORD IDord-b4a5e83417f8425ab241e846873e54e3
Source noteuspto-grants-2015_04